Composition or avena sativa extract containing avenanthramide and β-glucan

Abstract

To provide a method for preparing an Avena sativa extract.SOLUTION: A method includes a step of extracting an Avena sativa supply source at a temperature 30 to 80°C by using at least one kind of an aqueous extract solvent (extracting agent) containing water and an organic solvent to obtain an extraction mixture or a suspension, a step of removing an insoluble Avena sativa supply source and an organic solvent to obtain an aqueous extract, a step of allowing the aqueous extract to pass through an adsorbent in an adsorption device to adsorb components of the aqueous extract, and a step of eluting an adsorption component of the aqueous extract from an adsorbent by using at least one kind of an elution solvent to obtain an eluate, but does not include a step of membrane filtration.SELECTED DRAWING: Figure 1

Description

[Technical field]

[0001] The present invention generally comprises at least one avenanthramide compound or an analog thereof, and A composition comprising at least one β-glucan compound in a defined ratio and having a low salt content. In addition, the present invention relates to a method for preparing such an oat extract. and a method for the preparation of an oat extract, and a food, dietary supplement, cosmetic product, The use of said composition or oat extract for the preparation of a pharmaceutical or veterinary preparation. Finally, the present invention relates to a food, dietary supplement, or chemical product comprising said composition or oat extract. It relates to cosmetic, pharmaceutical or veterinary preparations. [Background technology]

[0002] Poaceae is also known as Gramineae, a family of grasses. The grasses are a large and nearly ubiquitous family of monocotyledonous flowering plants. Grasses are an economically important family of plants that have been used as livestock feed for 6,000 years. Grains of plants of the grass family, e.g. wheat, rice, maize (corn), barley, etc. Sorghum, millet and oats have been the most important food crops for humans and remain the most important food crops for humans. It seems that way.

[0003] Cereals contain many unique substances among their biologically active compounds, e.g., edible fiber (Arabino Silane, β-glucan, cellulose, lignin and lignans), sterols, tocopherols Excellent supply of vitamins, tocotrienols, phenolics, vitamins and trace elements It is the source.

[0004] Phenolic compounds have antioxidant properties and inhibit reactive oxygen species (i.e. superoxide dismutase). Degenerative diseases involving the action of oxygen radicals (e.g., heart disease and A common definition of a phenolic compound is one or Any compound containing a benzene ring with multiple hydroxyl groups. Examples are acids, flavonoids, condensed tannins, coumarins and alkylresorcinols. In cereals, these compounds are primarily located in the pericarp, which dehulls the kernel and produces the bran. Phenolic compounds can be concentrated by flavonoids (flavonols). , subclassified into flavones, isoflavones, anthocyanins, flavanols, and flavanones. Phenolic compounds can be grouped into flavonoids (which are often used as antioxidants) and non-flavonoids. Phenolic compounds can exist in isolated phenolic or glycosidic form. They tend to be relatively polar, usually pure or aqueous alcohols, e.g., ethanol and methanol. It is soluble in alcohol or aqueous acetone. Many phenolic compounds in grains (e.g., phenols, Some phenolic acids and flavonoids have also been reported in fruits and plants. The phenols are specific to one plant species, e.g., Oat avenanthramide [Dykes et al., Cereal Foods World, 2007, pp. 105-111 Among cereal grains, only oats contain avenanthramides. These compounds It is an anti-pathogenic agent, produced by plants in response to exposure to pathogens, for example fungi.

[0005] Among them, β-glucan is the main fraction of edible fiber in cereals. β-glucan is found in the aleurone layer cells. and in the walls of the bran. The average total contents of arsenic were 4.0-7.0%, 2.2-7.8%, 1.2-2.9% and and 0.4-1.4%. (1→3), (1→4), commonly called β-glucan -β-D-glucan is a D-glucopyranoside linked by a single β-(1→3)-glycosidic linkage. by β-(1→4)-glycosidic bonds separating every second, third or fourth glycosidic unit The structure of β-glucan is composed of linked D-glucopyranose residues. (solubility in water, viscosity and gel formation) and functional characteristics. For example, it reduces the incidence of coronary heart disease by lowering serum LDL cholesterol and Reduces lipid levels, decreases blood pressure, improves insulin sensitivity, and It has many benefits, such as allowing blood sugar control, as well as antioxidant and anti-inflammatory activity. [Siurek et al., Food Science and Technology I International, 2012, Vol. 18(No. 6), pp. 559-568.

[0006] Oats are made up of two main species, Avena sativa L. and Avena nu da L. (synonyms Avena sativ by Gillet and Magne) a subsp. nuda (L.), and Avena sativa by Koern A. sativa is found in oats ( Also known as common oat or hulled oat, it is grown in cool temperate climates, especially It is mainly cultivated in the cold, moist regions of Northern Europe and North America. A. nuda is a The husk is removed when the crop is harvested, giving it a husk-free threshing characteristic similar to that of wheat. and is known as naked oats or dehulled oats. These represent the majority of oat production on a large scale, although naked oats account for the largest proportion. This excludes China, where it is also a common species.

[0007] Avenanthramides (hereafter referred to as Avns or the single avenanthramide compound Av n) is a phenolic compound containing anthranilic and hydroxycinnamic acid moieties. Both A. sativa and A. nuda have naturally occurring phenolic amides. Oats are a group of middlings (see Table 1). There are approximately 40 different varieties of Avns. These are present in both oat kernels and leaves. The most abundant is Avn A (N -(4'-hydroxycinnamoyl)-5-hydroxyanthranilic acid), Avn B( N-(4'-hydroxy-3'-methoxycinnamoyl)-5-hydroxyanthranil acid), and Avn C (N-(3',4'-dihydroxycinnamoyl)-5-hydroxy See Figure 1 and Table 1. These Avns are constitutive They occur primarily in the kernel and in almost all ground fractions, but their highest concentrations are in the bran. Boz H., Czech Journal of Food Sciences, 2015, Vol. 33(No. 5): pp. 399-404]. The total content of avenanthramides (Avns) in oat grain varied with cultivar and agronomic treatment. It was found that the range was approximately 2-700 mg / kg (0.0002-0.07%) depending on the Aliarova M. et al., Journal of the Brazilian Ch. emical Society, 2015, Vol. 26(No. 11), pp. 2369-2378. Ji].

[0008] Avns showed strong antioxidant activity both in vitro and in vivo, and in cells The development of oxidative dysfunction and oxidative stress-related diseases, e.g., neurodegenerative and cardiovascular diseases It has anti-inflammatory, anti-irritant, anti-atherogenic and anti-proliferative activities that can prevent or limit the growth of and provide additional protection against skin irritation, aging, CHD and cancer. The study of Perrelli A. et al., Oxidative Medicine and Cellular Longevity, 2018, DOI:10.1155 / 2018 / 6015351].

[0009] The antioxidant activity of Avns was similar to that of typical cereal constituents ferulic acid, gentisic acid, and p-hydroxybutyric acid. Protocatechuic acid, silyloxybenzoic acid The antioxidant activity of these compounds was found to be 10 to 30 times higher than that of vanillin, vanillic acid, and valinic acid. Avns differ in antioxidant activity, with Avn C having the highest activity, followed by Avn B and A. This was followed by vn A. Avns-enriched oat extract inhibited LDL oxidation in vitro. Oat antioxidants lower serum cholesterol and LDL cholesterol. Potential to reduce cardiovascular risk by inhibiting oxidation and peroxidation This has been confirmed in both animal studies and human clinical trials. Oats and oat bran Consumption of these foods, not only due to their high fiber content, but also due to Avns, is associated with a high risk of colon cancer. Another study showed that Avns-enriched oat extract could reduce the risk of It has been shown to inhibit atherosclerosis and activation of the NF-kB transcription factor , NF-kB transcription factors are regulators of infection and inflammation [Hueseyin Boz, Phenolic Amides (Avenanthramides) in Oats- A Review, Czech J.Food Sci., Vol. 33, 2015(No. 5), [Pages 399-404]

[0010] The extraction of Avns from oats can be performed using various solvent compositions, e.g., pure or diluted Ethanol and methanol were used. The extraction procedure is carried out using, for example, naked oat, 50% aqueous ethanol, etc. under high heat. [Tong L et al., Journal of Integrative Agr iculture, 2014, vol. 13, p. 1809].

[0011] Maliarova, M. et al., Journal of the Brazilian Chemical Society, 2015, Vol. 26(11), 2369-2378 Page reported on the extraction of Avns from naked oat bran using methanol, ethanol, and The efficiency of the ethanol and isopropanol solutions was compared. The optimal conditions for the highest yield of Avns were The methanol concentration was 70%, the extraction temperature was 55°C and the extraction time was 165 min.

[0012] In oats, the main component of soluble fiber is oat β-glucan. Glucan is located within the endosperm cell wall, which is adjacent to the aleurone layer in the lower aleurone layer. The process of isolating and purifying oat β-glucan is extremely difficult. The extraction method for oat β-glucan is based on its solubility in hot water and alkaline solution. Purification can be achieved by, for example, separating the co-extracted proteins by isoelectric precipitation, and and ammonium sulfate, 2-propanol or ethanol to extract β-glucan. This can be achieved by precipitation. [Daou C. and Zhang H. , Comprehensive Reviews in Food Science a nd Food Safety, 2012, Vol. 11, pp. 355-365].

[0013] Cereal phenolic and β-glucan compounds have potent beneficial biological activities. This makes these compounds suitable for topical and / or topical application for humans and animals. It is a valuable and highly interesting compound for cosmetic, nutritional and health uses for oral application. However, phenolic compounds (e.g., Avns) The present invention relates to an extraction process aimed at preparing an extract rich in β-glucan compounds. The problem described so far is that enrichment of only one of the two substance classes can be achieved. Due to their different solubility characteristics and the resulting extractability, Compounds can be extracted with different solvents and therefore usually occur in different extracts or extract fractions. β-glucans occur in the aqueous extract and phenolic compounds occur either pure or in aqueous extracts. Occurs in alcohol (e.g., ethanol and methanol) or aqueous acetone extracts Moreover, they are present in oat kernels in very different concentration ranges, i.e. The average total content of Avns was about 0.0002-0.07%, and the average content of β-glucan was about 0.0002-0.07%. The average total content is about 2.2-7.8%.

[0014] Both substance classes have extremely interesting biological benefits, e.g. antioxidant and anti-inflammatory activity. The stronger and more pronounced overall activity of the cereal extracts indicates that both classes of compounds are equally effective. It can be expected that these will sometimes be obtained from extracts or extract fractions which contain

[0015] EP1185241A2 and EP1522304A2 disclose compounds having a molecular weight of 1 to 1500 parts per million (p pm) and the preparation of an Avn-enriched oat extract, Oat extract was prepared by extracting oatmeal with 50% aqueous ethanol at 40°C for 30 minutes. , adjusting the pH to 2.5 (Example 1) or 3.5 (Example 2) using 1N hydrochloric acid; Ethanol was added, followed by 10 4 Less than the molecular weight cutoff value (MWCO, Example 1 The extract was clarified by membrane filtration through a membrane of 5000 MWCO (Example 2). The resulting Avn-enriched extract contains less than 0.01% by weight of β-glucan. Therefore, oat β-glucan [Si urek et al., Food Science and Technology Intern National, 2012, Vol. 18 (No. 6), pp. 559-568] is described It is removed by membrane filtration at a cutoff value.

[0016] Ren et al., Journal of Agricultural and Food C hemistry, 2011, vol. 59, pp. 206-211. academy of Agricultural Sciences(Beijing, C Preparation of Avn-enriched extract (ARE) from naked oat provided by the Dried and washed oats are processed in a mill to produce oat bran. The oat bran samples were mixed with ethanol / water / acetic acid (80:2) in a solid-liquid ratio of 1:8. 0:0.1 v / v / v) at 40°C for 2 hours, then centrifuged at 1250g for 10 minutes. The supernatant was filtered and the solid residue was further extracted twice at 40°C using the same solvent. All three extracted supernatants were pooled, concentrated, and then loaded onto AB-8 resin. The AB-8 resin was washed with 0.1% acetic acid, followed by 95% ethanol. The absorbed Avns were eluted from the column by spraying the ethanol fraction and or chromatographic grade purity standards were used to purify the resulting ARE powder with HP The three major Avns were analyzed by LC: Avn C (=Bc), Avn A ( =Bp), and Avn B (=Bf) are 6.07%, 4.37% and 5.36%. β-glucan can be extracted with water or an alkaline aqueous solution. Therefore, the obtained Avn-enriched extract (ARE) also contains a significant content of β-glucan. It is not expected that there will be. Summary of the Invention [Problem to be solved by the invention]

[0017] Thus, the primary goal of the present invention is to provide improved beneficial effects due to the presence of both substance classes. Novel compositions comprising Avns and β-glucan having advantageous biological activities and properties Providing an oat extract and simultaneously providing oat Avns and β-glucan This allows for enrichment of both substance classes in one extract fraction. and thereby providing an extract fraction having improved beneficial biological activities and properties. Ideally, the resulting extract fractions would contain both The resulting extract fractions are also useful in cosmetic applications. or in a pharma- ceutical approved liquid or solid carrier or in a food or dietary supplement The use of compatible solvents and carriers makes the formulation easy and safe to use and administer. The pharmaceutical composition should be provided in a fixed, easily storable liquid or solid form. [Means for solving the problem]

[0018] The oat Avns and β-glucans enriched in this manner were extracted using a specific extraction process. This can be achieved by a process followed by an adsorption / desorption step using a suitable adsorption resin. It was surprisingly discovered that.

[0019] In a first aspect, the present invention provides a method for the treatment of cancer, comprising administering to a patient a therapeutically effective amount of at least one avenanthramide or analog thereof, A composition or emblem comprising or consisting of at least one β-glucan and salt. based on the dry weight of the composition or the dry weight of the oat extract, - at least one avenanthramide or its analogue or all avenanthramides or its analogue relative to at least one β-glucan or to the total β-glucan The ratio is 1:4 to 4:1, in particular 1:3 to 3:1, the salt content is less than or equal to 1.0% by weight, in particular less than or equal to 0.5% by weight; The present invention relates to a composition or an oat extract.

[0020] In a second aspect, the present invention provides a method for preparing an oat extract comprising the steps of: (1) providing an oat source; (2) Oats are fed at a temperature of 30-80°C using at least one extraction solvent (extractant). extracting the source to obtain an extraction mixture or suspension; (3) removing the extracted insoluble oat source from the extraction mixture or suspension to obtain an extract; obtaining a step; (4) removing the organic extraction solvent from the extract to obtain an aqueous extract; (5) preparing and conditioning the adsorbent and providing the adsorbent in an adsorption device; P; (6) The aqueous extract is passed through an adsorbent in an adsorption device to adsorb the components of the aqueous extract. UP; (7) Eluting the adsorbed components of the aqueous extract from the adsorbent using at least one elution solvent. obtaining an eluate; and (8) Optionally removing the dissolution solvent from the eluate to obtain an oat extract fraction. The present invention relates to a method comprising the steps of:

[0021] In a third aspect, the present invention relates to an oat extract obtainable using the method according to the invention. Regarding the items.

[0022] In a fourth aspect, the present invention provides a skin care product for skin care, scalp care, hair care, or nail care. As a dermatological cosmetic or for skin conditions, intolerant and sensitive skin, skin irritation, skin redness , wheals, pruritus (itching), skin aging, wrinkle formation, loss of skin volume, loss of skin elasticity, Prevention of pigmented spots, pigmentation disorders, or dry skin, i.e. dry skin that requires skin moisturization; and The present invention relates to the use of a composition or an oat extract according to the invention in and / or in treatment.

[0023] In a fifth aspect, the present invention relates to a method for treating a skin or keratinopathy, the method comprising administering to the patient a therapeutically effective amount of a compound according to the present invention. inflammatory, immunoallergic, atherogenic, dry or hyperplastic disorders associated with In the prevention and / or treatment of skin or keratinopathy having a proliferative component or in the prevention and / or treatment of skin diseases associated with increased ROS production, or Serum in the prevention and / or treatment of cardiovascular disease, allergic reactions, and coronary heart disease. To reduce blood pressure, to reduce LDL cholesterol and lipid levels in the blood to improve insulin sensitivity and to allow control of blood glucose levels; The present invention relates to a composition or an oat extract according to the present invention for use.

[0024] In a sixth aspect, the present invention provides a food, dietary supplement, cosmetic, pharmaceutical or veterinary preparation. The present invention relates to the use of a composition or an oat extract according to the invention for the preparation of a

[0025] Finally, the present invention relates to a food, nutritional supplement, or a pharmaceutical composition comprising the composition or an oat extract according to the invention. For food, cosmetic, pharmaceutical or veterinary preparations. [Brief description of the drawings]

[0026] [Figure 1] FIG. 1 shows particle size distribution of spray dried oat extract fractions combined with maltodextrin DE17-20.

[0027] [Diagram 2] FIG. 1 shows particle size distribution of spray dried oat extract fractions combined with maltodextrin DE8.

[0028] [Diagram 3] FIG. 1 is an HPLC chromatogram of the dried ethanol eluate of Example 7.

[0029] [Figure 4] FIG. 2 is an HPLC chromatogram of the dried methanol / water eluate of an oat straw extract according to Example 14 of WO2004 / 047833A1. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0030] The present invention is set forth in the appended claims. However, the invention itself and The present invention and preferred modifications thereof, further objects and advantages are also set forth in the following description taken in conjunction with the accompanying examples and figures. This will become apparent from the detailed description below.

[0031] In a first aspect, the present invention provides a method for the treatment of cancer, comprising administering to a patient a therapeutically effective amount of at least one avenanthramide or analog thereof, A composition or emblem comprising or consisting of at least one β-glucan and salt. based on the dry weight of the composition or the dry weight of the oat extract, - at least one avenanthramide or its analogue or all avenanthramides or its analogue relative to at least one β-glucan or to the total β-glucan The ratio is in the range of 1:4 to 4:1, especially 1:3 to 3:1; - the salt content is less than or equal to 1% by weight, in particular less than or equal to 0.5% by weight; The present invention relates to a composition or an oat extract.

[0032] The composition or oat extract according to the invention comprises at least one avenanthramide or or its analogs and at least one type of β-glucan as its main component or It consists of these.

[0033] The phrase "at least one" when used in this document means a composition or an emblem. The extract may contain, for example, one avenanthramide or more than one avenanthramide. or, for example, one β-glucan or more than one Furthermore, "at least one of the β-glucans" means that the β-glucan can be contained in the food. The phrase "a" when applied to a list refers to any set of items identified in the list. It means combination.

[0034] The composition according to the first aspect of the invention comprises the specified components described in more detail below. It is prepared by combining the following:

[0035] The extract according to the first aspect of the invention is prepared from oats. The species are Avena sativa L. and Avena nuda L. (synonyms Avena sativa subsp. nuda by Gillet and Magne (L.) and Avena sativa var. nuda (L.) by Koern. A. sativa is grown on common oat or hulled oats. A. nuda is also known as 'nubaku'. The husk is removed at the time the crop is harvested. Therefore, it is known as naked oats or dehulled oats. The oat extract can be separated into constituent fractions including oat kernels, husks and trichomes. In a preferred variant, the starting material for the oat extract is Avena sativa species. or ground or unground kernels or entrails of the Avena nuda species. It's a hilarious story.

[0036] Within the context of the present invention, the term "oat extract" generally refers to a product obtained from oats. The term "extract" is intended to include any compound or mixture of compounds that is Bacillus species, fresh or dried, or parts thereof, such as kernels, husks, trichomes or can be obtained by extraction from oat straw. By modifying the composition of the extraction solvent, It is possible to modify the composition of the extract and thereby increase or decrease its biological activity. The work by Collins that resulted in U.S. Patent No. 5,169,660 For the first time, it was discovered that avenanthramides occur naturally and can be extracted from oat kernels. We were able to show this.

[0037] Within the context of the present invention, the term "avenanthramide" (anthranilic acid amide) refers to It is found in oats (Avena sativa) and in the eggs of the cabbage white butterfly (Pie ris brassicae and P. rapae) and fungus-infected carnations Phenolic alkaloids also present in Dianthus caryophyllus It is thought to mean a member of the Ido group.

[0038] The avenanthramides in the compositions of the present invention are isolated and purified from natural sources, e.g., cereal grains. Avenanthramides can be purified and are most highly concentrated in the peripheral regions or in the husk or straw. More than 50 distinct avenanthramides have been isolated from oat kernels. [Collins, Journal of Agricultural nd Food Chemistry, Vol. 37 (1989), pp. 60-66].

[0039] Avns can be represented by the following general formula 1: [ka]

[0040] Table 1 below lists naturally occurring, isolated and / or synthetic Avns based on general formula 1. Here is an example:

[0041] [Table 1]

[0042] The most abundant avenanthramide in oats is avenanthramide A (2p, AF-1 or or Bp), avenanthramide B (2f, also known as AF-2 or Bf) ), avenanthramide C (2c, also called AF-6 or Bc), avenanthramide L (non-Collins abbreviation; CAS number 172549-38-1) (avenanthramide O(Colli avenanthramide P (also known as 2fd) and and avenanthramide Q (also called 2cd). Several studies have demonstrated that these natural The product has anti-inflammatory, antioxidant, antipruritic, anti-irritant and anti-atherogenic activity. This demonstrates that:

[0043] Alternatively, naturally occurring avenanthramide compounds isolated from natural sources may also be useful. Methods of synthesis known in the art can be found, for example, in U.S. Pat. No. 6,096,770 and U.S. Patent No. 6,127,392, Japanese Patent No. J6001 9754 and Hungarian Patent No. HU200996B.

[0044] The synthetic avenanthramide substances prepared above were similar to the corresponding naturally occurring avenanthramides extracted from oats. It is identical to the avenanthramide compound.

[0045] The non-naturally occurring avenanthramide analogs in the compositions of the present invention have the following formula 2: [ka] (wherein m=0, 1, 2 or 3; p=0, 1 or 2; n=0, 1 or 2, However, when n=1 or 2, p+m>0, R when n=1 or 2 1 and R 2 represents H for each pair. or together with other chemical bonds (e.g., as cinnamic acid derivatives), When m=1, 2, or 3, each X independently represents OH, Oalkyl, or Oacyl. Represents, When p=1 or 2, each Y independently represents OH, Oalkyl, or Oacyl. , If p+m>0, then at least one of X and Y is selected from the group consisting of OH and O acyl. provided that the compound is selected from the group consisting of R 3 is -H or alkyl (especially -CH3 or other alkyl groups having 2 to 30 carbon atoms). In this context, R 3 The corresponding pharmacologic approved (also -H for acceptable salts) and has important biological properties, as described, for example, in WO2004 / 0478 33A1 or WO2007 / 062957A1 It has been made.

[0046] Particularly preferred compounds of formula 2 according to the invention are n=1 or 2 and p+m>0, and / or p+m>0, and at least one of X or Y, X and Y is OH and O-al. The compound is selected from the group consisting of:

[0047] Particularly preferably, n=1 and p+m>2, provided that at least one of X and Y Formula 2, with the proviso that at least two are selected together from the group including OH and Oalkyl. The compound is used.

[0048] n=1 and m=1, 2 or 3, with the proviso that at least one X is OH and Oalkyl, and / or P=1 or 2. with the proviso that at least one Y is selected from the group consisting of OH and Oalkyl It is also preferred to use a compound of formula 2 in which

[0049] If n has the value 1, then R 1 and R 2 are each preferably H, with the proviso that R 1 and R 2 can also combine into other chemical bonds.

[0050] Formula 2 and WO2004 / 047833A1 or WO2007 / 062957A1 With respect to the definition of the specific avenanthramide compounds disclosed, the corresponding disclosures in the above documents are The disclosure is incorporated herein by reference.

[0051] The avenanthramide analog compound of formula 2 is preferably [ka] [ka] [ka] [ka] is selected from the group consisting of:

[0052] The above examples essentially relate to compounds of formula 2 where n=1.

[0053] However, the use of compounds of formula 2 where n=0 is also often preferred, in which case m+ p=0 or m+p>1 or 2, with the proviso that among the substituents X and Y, are selected from the group consisting of OH and Oalkyl. is preferred.

[0054] [ka] [ka] [ka] It is particularly preferred to use compounds of formula 2 (n=0) selected from the group comprising:

[0055] Particularly preferred are the compounds represented by these structural formulas, in which R 3 is always H be.

[0056] Instead of these preferred compounds, in each case, R 3 is CH3, or Use the corresponding compounds, which are linear or branched alkyl with 2 to 30 C atoms. It is also preferable to

[0057] From the above avenanthramide analogues, compound number 8 (dihydroavenanthramide D ) and number 27 are particularly preferred.

[0058] In addition to the naturally occurring avenanthramides and non-naturally occurring avenanthramide analogs described above, , N-(4'-hydroxycinnamoyl)-3-hydroxyanthranilic acid (YAvn I) and N-(3'-4'-dihydroxycinnamoyl)-3-hydroxyanthranilic Novel avenanthramide analogues, including avenanthramide acid (YAvn II), are produced in recombinant yeast. These encode the main proteins involved in the biosynthesis of phenolic esters. Two plant genes (4cl-2 from tobacco and hc from artichoke) Engineering Saccharomyces cerevisiae strains using Notably, YAvn I and YAvn II were generated by They share structural similarities with Avn A and Avn C, respectively.

[0059] In the context of the present invention, naturally occurring avenanthramides obtained from natural sources or synthetically produced The naturally occurring avenanthramides that are preferred are also used.

[0060] The term "avenanthramide or an analog thereof" refers to the various isomers that exist. In particular, the naturally occurring trans-isomer and the cis-isomer, e.g., Photoisomerization induced by the photocatalytic reaction of cis-isomeric double bonds (formula 1 or 2 with n=1) or has one or two cis-isomeric double bonds (formula 1 or 2 with n=2) It is intended to include avenanthramides and the like.

[0061] In particular, within the context of the present invention, avenanthramides are represented by the general formula 1 and defined in Table 1 avenanthramide compounds, or any isomer thereof The avenanthramide analogues are represented by the general formula 2 and its definitions as described above. The compound is any one of avenanthramide analog compounds or any isomers thereof. .

[0062] In a preferred variant of the invention according to the first aspect, the composition comprises avenanthramides A, B, At least one avenanthrami selected from the group consisting of C, G, H, K, L and R Includes do.

[0063] In another variation, the composition of the present invention comprises avenanthramides A, B, C, G, H, K, L ( Non-Collins abbreviation; CAS number 172549-38-1) (Avenanthramide O (Collins abbreviation) or 2pd) and R or even more mixtures of different avenanthramides. The mixture or combination of avenanthramides is therefore any one of the following combinations of avenanthramides: It can contain: A / B; A / C; A / G; A / H; A / K; A / L; A / R; B / C;B / G;B / H;B / K;B / L;B / R;C / G;C / H;C / K;C / L;C / R;G / H;G / K;G / L;G / R;H / K;H / L;H / R;K / L;K / R;L / R;A / B / C;A / B / G;A / B / H;A / B / K;A / B / L;A / B / R;A / C / G;A / C / H;A / C / K;A / C / L;A / C / R;A / G / H;A / G / K ;A / G / L;A / G / R;A / H / K;A / H / L;A / H / R;A / K / L;A / K / R;A / L / R;B / C / G;B / C / H;B / C / K, B / C / L;B / C / R;C / G / H;C / G / K, C / G / L;C / G / R, G / H / K;G / H / L;G / H / R ;H / K / L, H / K / R;K / L / R;A / B / C / G;A / B / C / H;A / B / C / K;A / B / C / L;A / B / C / R;A / C / G / H;A / C / G / K;A / C / G / L;A / C / G / R;A / G / H / K;A / G / H / L;A / G / H / R;A / H / K / L;A / H / K / R;A / K / L / R;B / C / G / H;B / C / G / K;B / C / G / L;B / C / G / R;C / G / H / K;C / G / H / L;C / G / H / R;G / H / K / L;G / H / K / R and H / K / L / R.

[0064] However, the most preferred mixtures of avenanthramides are A / B, A / C, B / C and A / It is B / C.

[0065] In addition to the above avenanthramide compounds or avenanthramide combinations, the composition may further comprise avenanthramides. Nanthramides A, B, C, G, H, K, L (Non-Collins abbreviations; CAS number 172549- 38-1) (also called avenanthramide O (Collins abbreviation) or 2pd) and R One or more avenanthramides other than avenanthramide D, E, FU, X , Y (also called 2), AA, CC, or OO, or any remaining Avena identified in Table 1 The composition may further comprise any of the following nitramide compounds:

[0066] Oats according to the first aspect of the invention, obtainable by the method described in detail below. The extract contained avenanthramides A, B, C, G, H, K, and L (non-Collins abbreviations; CAS no. 172549-38-1) (also called O (Collins abbreviation) or 2pd) and R The compound contains at least one avenanthramide selected from the group consisting of:

[0067] In another variation, the oat extract contains avenanthramides A, B, C, F, G, H, L ( Non-Collins abbreviation; CAS number 172549-38-1) (O (Collins abbreviation) or 2p d) and R It contains a mixture of different avenanthramides than the mixture of avenanthramides. The product or combination may include any of the following combinations of avenanthramides: :A / B;A / C;A / G;A / H;A / K;A / L;A / R;B / C;B / G;B / H;B / K;B / L;B / R;C / G;C / H;C / K;C / L;C / R;G / H;G / K;G / L;G / R;H / K;H / L;H / R;K / L;K / R;L / R;A / B / C; A / B / G;A / B / H;A / B / K;A / B / L;A / B / R;A / C / G;A / C / H;A / C / K;A / C / L;A / C / R;A / G / H;A / G / K;A / G / L;A / G / R;A / H / K;A / H / L;A / H / R;A / K / L;A / K / R;A / L / R; B / C / G;B / C / H;B / C / K, B / C / L;B / C / R;C / G / H;C / G / K, C / G / L; C / G / R, G / H / K; G / H / L; G / H / R; H / K / L, H / K / R;K / L / R;A / B / C / G;A / B / C / H;A / B / C / K;A / B / C / L;A / B / C / R;A / C / G / H;A / C / G / K;A / C / G / L;A / C / G / R;A / G / H / K;A / G / H / L;A / G / H / R;A / H / K / L;A / H / K / R;A / K / L / R;B / C / G / H;B / C / G / K;B / C / G / L;B / C / G / R;C / G / H / K;C / G / H / L;C / G / H / R;G / H / K / L;G / H / K / R and H / K / L / R.

[0068] However, the most preferred mixtures of avenanthramides in oat extract are A / B and A / C. , B / C and A / B / C.

[0069] In addition to the above avenanthramide compounds or avenanthramide combinations, oat extract are avenanthramides A, B, C, G, H, K, and L (non- Collins abbreviation; CAS number 172549-38-1) (O(Collins abbreviation) or 2pd (also referred to as R) and one or more avenanthramides other than R, e.g., avenanthramide Lamids D, E, FU, X, Y (also called 2), AA, CC or OO or those specific to Table 1 The composition may further comprise any of the remaining avenanthramide compounds defined above.

[0070] At least one avenanthramide or avenanthramide as described above in the composition or oat extract, the mixture being present in an amount of about 100% by weight of the composition or oat extract. The preferred variants are present in a concentration or total amount of 0.5 to 7.0% by weight, based on the dry weight of the compound. In its compounded form, the composition or oat extract contains at least one avenanthramide or avenanthramide. based on the dry weight of the composition or the dry weight of the oat extract. More preferably, the concentration or total amount is 1.0 to 6.5% by weight, and even more preferably, the concentration or total amount is 2.0 to 5.0% by weight. Contains concentration in percent or total amount.

[0071] In a preferred variant, the total amount of avenanthramides in the composition or oat extract is 1.1 to 2.5 times higher than the total amount of venanthramide A, B and C, and even more preferably The total amount of avenanthramides is 1.3 to 2.0 times that of avenanthramides A, B, and C. expensive.

[0072] The composition or oat extract further comprises at least one β-glucan compound. β-glucans, commonly named β-glucans, are naturally found in the cell walls of cereals, bacteria and fungi. Polymeric β-D-glucose that occurs naturally and exhibits significantly different physiochemical properties depending on the source In cereals (oats and barley), β-glucans are mixed bonds. It is composed of (1→3)(1→4)-β-D-glucose units, while mushrooms In yeast and yeast, β-glucan consists of (1→3)(1→6)-β-D-glucose units. It is composed of mixed bonds.

[0073] β-Glucans consist of one β-( by β-(1→4) glycosidic bond / linkage that separates at 1→3) glycosidic bond / linkage It consists of linked D-glucopyranose residues. It consists of three and four glucose residues. The cellulose-like fragments were designated DP3 and DP4, respectively.

[0074] The main component of oat soluble fiber is a linear polysaccharide (1→3), (1→4)-β-D-glucose. These glucans are usually called β-glucans. DA, DP3 value 54.2-60.9, DP4 value 33.8-36.7 and DP3 / DP4 The ratio is 1.5 to 2.3 [Siurek et al., Food Science and Technology chnology International, 2012, Vol. 18(No. 6), 559~ [page 568]

[0075] Within the context of the present invention, at least the β-glucan is a mixed β-(1→3)-β-(1→ 4) glucans having a .alpha.-linked glucopyranosyl backbone and having different molecular weights; and these are preferably derived from a cereal source, and even more preferably from an oat source. is derived from.

[0076] β-glucan reduces the incidence of coronary heart disease by lowering serum LDL cholesterol and Reduces cholesterol and lipid levels, decreases blood pressure, improves insulin sensitivity, and blood sugar control, as well as providing many benefits such as antioxidant and anti-inflammatory activity. It is known that

[0077] The amount of β-glucan present in the composition or oat extract according to the invention may vary depending on the composition. Between 1.0 and 3.3% by weight, based on the dry weight or dry weight of the oat extract. In a preferred variant, at least one β-glucan or all β-glucan is present. The concentration is 1.5 to 2.8 based on the dry weight of the composition or the dry weight of the oat extract. % by weight, and even more preferably 1.7 to 2.6% by weight.

[0078] At least one avenanthramide or its analogue in the composition or oat extract Whole or whole avenanthramide or its analogue and at least β-glucan or whole The concentration of β-glucan is at least one avenanthramide or its analogue or total At least one β-glucan or total β-glucan of avenanthramide or its analogue The weight ratio to leucine is selected or adjusted in a manner that is in the range of 1:4 to 4:1. In a preferred variant, the composition or oat extract contains at least one avenanthrax. avenanthramide or its analogue or all avenanthramide or its analogue and at least β-glucan or total β-glucan is mixed in a ratio of 1:3 to 3:1, more preferably 1:2 to 1:3. Weight ratios in the range of 2:1 and even more preferably in the range of 1:1.5 to 1.5:1 The most preferred composition or oat extract comprises at least one Avenanthrami species. at least one of the following: The concentration of β-glucan or total β-glucan is almost equal, i.e., 1:1. The composition or oat extract is in the ratio.

[0079] The composition or oat extract according to the first aspect of the invention has a very low salt content, i.e. i.e., compared to avenanthramide / β-glucan compositions or oat extracts of the prior art. When the composition is used, the salt content is 1.0% by weight or less, based on the dry weight of the composition or oat extract. The salt content is preferably Na + , K + , Mg 2+ , Ca 2+ , Cl - , S O4 2- and PO4 3- The compound is composed mainly of cations and anions selected from the group consisting of In a preferred variant, the salt content in the composition or in the oat extract is even more preferably low, 0.5% by weight or less based on the dry weight of the composition or the dry weight of the oat extract; Even more preferably, it is 0.25% by weight or less.

[0080] Such a low salt content is advantageous. On the one hand, oil-in-water (o / w) emulsions are the most popular. In such emulsions, the external phase is water and The aqueous phase contains water-soluble components, and the internal phase contains oil and oil-soluble components. High concentrations of ionized materials (cations and anions) can destabilize the emulsion interface. Therefore, lowering the salt content is considered beneficial for emulsion stability. On the other hand, metal ions can be used as ingredients in personal care products, for example. They are important for chemical processes and the performance of many products because they can catalyze the decomposition of Therefore, the reduction of the metal cation content has a strong effect on the safety of products and ingredients. It can be considered qualitatively beneficial.

[0081] The composition or oat extract according to the first aspect of the invention has a relatively low content of free amino acids. The total content of free amino acids is preferably 0.5 to 1.5% by weight. The range is preferably 0.5 to 1.0% by weight, more preferably 0.6 to 0.9% by weight. Or in the amino acid fraction of oat extract, phenylalanine and tryptophan is the most predominant amino acid.

[0082] L-phenylalanine and tryptophan are essential α-amino acids, which are Phenylalanine and tryptophan are synthesized de novo in humans and other animals. This means that nutrients cannot be obtained through the body and must be obtained through food.

[0083] L-phenylalanine is a natural precursor to tyrosine and is involved in monoamine neurotransmission. The substances catecholamines dopamine, norepinephrine (noradrenaline), and epinephrine It is further converted to nephrin (adrenaline) or to the skin pigment melanin. Human epidermis is responsible for the biosynthesis of all catecholamines. It depends on the availability of L-tyrosine, which is synthesized from L-phenylalanine.

[0084] L-phenylalanine is found in food products (e.g., eggs, chicken, liver, beef, milk, and chicken). can be introduced with a dietary supplement (e.g., aspartame), It is produced industrially using Escherichia coli. L-phenylalanine has been shown to be effective in treating different disorders (e.g. depression, attention deficit hyperactivity disorder, etc.). It is widely used in medicines for the treatment of osteoarthritis, Parkinson's disease, chronic pain, osteoarthritis, and rheumatoid arthritis. It is being done.

[0085] Tryptophan, which is necessary for normal growth, is used in protein synthesis and is essential for the production of nitric oxide. Cotinamide (vitamin B6), serotonin, melatonin, tryptamine, kynurenine, 3-hydroxykynurenine, and several bioavailable acids, including quinolinic acid and xanthurenic acid Serve as in vivo precursors for physiologically active compounds.

[0086] In another preferred variant of the invention according to the first aspect, the composition or the oat extract comprises: Based on the dry weight of the composition or the dry weight of the oat extract, - 0.5 to 7.0% by weight, preferably 1.0 to 6.5% by weight of total avenanthramides, Preferably avenanthramides A, B and C; - 1.0 to 3.3% by weight, preferably 1.5 to 2.8% by weight, of total β-glucan; - not more than 1.0% by weight, preferably not more than 0.5% by weight, of salt; - 0.5 to 1.5% by weight, preferably 0.6 to 0.9% by weight, of total free amino acids; - more than 0.05% by weight, preferably more than 0.075% by weight, of phenylalanine; and - more than 0.25% by weight, preferably more than 0.3% by weight of tryptophan It comprises or consists of:

[0087] The composition or oat extract according to the first aspect of the invention may be prepared as described above. , by means of radical scavenging activity, as demonstrated in Example 4 below. exhibiting excellent antioxidant capacity, thereby making the composition or oat extract beneficial as an antioxidant The composition or oat extract according to the present invention has a ABTS assay At least 70% or even more radical scavenging activity when In a preferred variant of the invention, the composition or the oat extract according to the invention has A radical scavenging activity of at least 90% and more preferably at least 95% has.

[0088] The term "antioxidant" as used herein refers to the ability to inhibit the oxidation of oxidizable substrate molecules (e.g. In a mixture or structure containing an oxidizable biological molecule or an oxidizable indicator, In some cases, the oxidation of an oxidizable substrate molecule is significantly delayed, prevented, or even inhibited. Antioxidants are compounds or compositions that inhibit the release of biologically significant reactive free radicals or other reactions. Reactive oxygen species (e.g., O 2- , H2O2, HOCl, Ferryl, Peroxyl, Peroxy By scavenging or preventing the formation of nitrous acid and alkoxyl species By blocking or converting free radicals or other reactive oxygen species into less reactive species It can act by catalytically converting it into

[0089] Avenanthramide and β-glucan are enriched, and ideally the two substances are almost completely mixed. A composition having equal concentrations of either oat extract or corn extract is improved by the presence of both substances. The composition or oat extract exhibits beneficial biological activities and properties, such as antioxidant capacity. The product may be cosmetically or pharma- ceutical approved, as demonstrated in the examples below. The use of a liquid or solid carrier provides stable (i.e., oxidative and photo-stable) Provided in an easily storable liquid or solid form that is easy to use and administer (demonstrating stability) It can be provided.

[0090] In a second aspect, the present invention provides a method for preparing an oat extract comprising the steps of: (1) providing an oat source; (2) Extracting the oat source using at least one extraction solvent at a temperature of 30 to 80°C; obtaining an extraction mixture or suspension; (3) removing the extracted insoluble oat source from the extraction mixture or suspension to obtain an extract; obtaining a step; (4) removing the organic extraction solvent from the extract to obtain an aqueous extract; (5) preparing and conditioning the adsorbent and providing the adsorbent in an adsorption device; P; (6) The aqueous extract is passed through an adsorbent in an adsorption device to adsorb the components of the aqueous extract. UP; (7) Eluting the adsorbed components of the aqueous extract from the adsorbent using at least one elution solvent. obtaining an eluate; and (8) Optionally removing the dissolution solvent from the eluate to obtain an oat extract fraction. The present invention relates to a method comprising the steps of:

[0091] In the first step of the method according to the invention, an oat source of any oat variety, fresh or dried parts thereof, such as kernels, husks, trichomes or oat straw The two main species of oat are Avena sativa L. . and Avena nuda L. (synonyms: Gillet and Mag. Avena sativa subsp. nuda (L.) and Koern Avena sativa var. nuda (L.) by A.sa Tiva is also known as common oat or hulled oat. A. nuda is similar to naked oat or oat because the husk is removed when the crop is collected. Oats are known as dehulled oats. Oats are processed to separate the oat kernels, husks and In a preferred variant, the enzyme can be separated into a constituent fraction containing endothelial cells and trichomes. The starting material for the Baku extract is Avena sativa or Avena nucifera. It is crushed or uncrushed grain or oat straw of the da species.

[0092] Extracts obtained from whole kernels, i.e. unmilled kernels, are not equivalent to extracts obtained from milled kernels. The results showed that the total content of avenanthramides A to C was higher than that of the extracts used in the study. In contrast, the β-glucan content of extracts from crushed grains was significantly higher than that of whole grains, i.e. higher than the extract from unmilled grains.

[0093] In the second step, at least one extraction solvent (extractant) is used to extract the soluble matter described above. Any one of the oat sources listed in the present application is extracted to obtain an extract mixture or suspension. The extraction is preferably carried out with stirring or by using a shaker.

[0094] To advantageously extract oat sources and enrich them in avenanthramides and β-glucans The extractant is selected from the group consisting of a mixture of water and an organic solvent, the organic solvent being Preferably it is a solvent suitable for foodstuffs or cosmetic or pharmaceutical preparations. Such solvents are not suitable or compatible for the preparation of food, cosmetic or pharmaceutical preparations. It should not be.

[0095] In a more preferred variant, the extraction solvent comprises a mixture of water and alcohol or acetone. The alcohol is preferably methanol, ethanol, n-propanol, isopropanol. n-butanol, isobutanol, tert-butanol and mixtures thereof, i.e. The most preferred extraction solvent for the extraction step of the present invention is selected from the group consisting of (Extractant) is methanol, ethanol, n-propanol, isopropanol or acetone or any mixture of said solvents, each of which is miscible with water. The use of pure water as an extraction solvent is not recommended because water does not extract β-glucan. The use of pure organic solvents is also not favored by the simultaneous extraction of triglycerides.

[0096] The ratio of water to organic solvent in the extraction solvent, preferably the ratio of water to alcohol, The mixture ratio of acetone to water or the mixture ratio of acetone to water was determined based on the extraction solvent produced. , in the range of 10:90 to 90:10 (v / v), preferably 20:80 to 80:20 (v / v), and most preferably in the range of 30:70 to 70:30 (v / v). do.

[0097] Particularly preferred extraction solvents (extractants) are methanol / water (3:7), methanol / water (1 :1), methanol / water (7:3), ethanol / water (3:7), ethanol / water (1: 1), ethanol / water (1:4), ethanol / water (7:3), isopropanol / water ( 3:7), isopropanol / water (1:1), isopropanol / water (7:3), acetonitrile The extraction solvents were acetone / water (3:7), acetone / water (1:1), and acetone / water (7:3). The oat extract obtained by the solvent (extractant) contains Avns and β-glucan as described above. Contains beneficial ratios as described (see Example 13 and Table 20).

[0098] To improve the extraction yield, the oat source is heated at 30 to 80°C, preferably 40 to 70°C. More preferably, the extract is made at a temperature in the range of 50 to 60°C. The results showed that the extraction yield increased with increasing temperature between 40 and 70°C. The total contents of avenanthramides A to C increased in parallel between 40 and 60°C, but Extraction from crushed oats occurs at temperatures between 50 and 60°C. This gives the best results in terms of rate and avenanthramide content and is therefore preferred. Extraction from uncrushed oat kernels yields avenanthramide A at temperatures between 50 and 60°C. This results in a higher content of C.

[0099] In an optional version of the method according to the invention, the extraction mixture obtained in the extraction step is The mixture or suspension is preferably cooled to room temperature.

[0100] In addition, the extraction step preferably removes soluble material from the oat source for a sufficiently long period of time. Extraction for a period of at least 2 hours ensures beneficial and maximum extract yield. This is carried out to obtain the rate.

[0101] The extraction step can be repeated to exhaust the extraction process, and the extracted enzyme The source of the bacillus is extracted using an extraction solvent having the same or different composition as the first extraction solvent. It can be extracted again with a fresh extraction solvent, for example using an extraction solvent with a different polarity. This allows for a wider range of materials to be extracted. Oat sources can be extracted up to twice The extracts produced from the extraction step can be extracted three times or even three times. The mixture is combined.

[0102] The resulting extraction mixture or suspension contains two fractions: (a) those soluble in the extraction solvent; (b) a liquid fraction containing the extracted oat material; and (b) extracted oat material that is insoluble in the extraction solvent. A solid fraction containing an oat source.

[0103] In the following steps of the method according to the second aspect of the invention, the liquid fraction of the extract is also separated from the solid fraction. The insoluble oat source is also separated, i.e., the extracted insoluble oat source is separated from the extraction mixture or suspension. The separation step may be carried out by sedimentation, extraction, or other methods under known conditions. This can be achieved by draining, filtration or centrifugation. The solid fraction is separated from the liquid fraction by centrifugation and filtration. The resulting extract is Soluble oat substances, including avenanthramides, β-glucans, salts and amino acids. Yes.

[0104] Prior to the next and adsorption steps, the organic components of the extraction solvent (extractant) are distilled. is largely or completely removed, preferably under vacuum, from the extract obtained in the preceding step. By doing this, an aqueous extract is obtained. The aqueous extract contains at most 5% (v / v The aqueous extract thus obtained may be optionally diluted with water to obtain The aqueous extract thus obtained is then subjected to the following adsorption step: Process it with.

[0105] In the fifth step of the method according to the second aspect of the present invention, an adsorbent is provided and The device is moved to its new location.

[0106] In accordance with the present invention, any suitable adsorbent material (adsorbent) commonly provided for adsorption / desorption processes may be used. Adhesives) can be used in step (5) of the process according to the invention.

[0107] Polymeric adsorbent resins have specific properties and selectivities for the purification and extraction of target molecules. These are very different from each other. Polymeric adsorbents have a defined pore structure and high surface area. The polymeric adsorbent is a spherical synthetic polymer having a molecular weight of 1.001 to 1.001 mm. The polymeric adsorbent is a spherical synthetic polymer having a molecular weight of ... They interact with molecules in different ways depending on pH, competing molecules, solvents, etc. Hydrophobicity of synthetic adsorbents The adsorption properties are controlled by the chemical structure of the resin and are of utmost importance when selecting an appropriate adsorbent for a target compound. Aromatic polystyrene adsorbents, such as PuroSorb™ and Macronet® resin has a strong affinity for hydrophobic molecules.

[0108] The apparatus suitable for the present invention is generally a column made of glass or stainless steel. The internal volume is usually from several milliliters to several thousand liters, preferably from 1 to 500 liters. More preferably, the range is 20 to 400 liters.

[0109] Preferred adsorbent materials (adsorbents) for use in columns according to the present invention include various cross-linked polymers. ethylene, preferably ethylvinylbenzene and divinylbenzene, vinylpyrrolidone and divinyl Vinylbenzene, vinylpyridine and divinylbenzene, styrene and divinylbenzene Polymers, copolymers of acrylic acid, divinylbenzene and aliphatic dienes, as well as Also other polymers, such as, preferably, polycyclic aromatics, polystyrene, poly(meth)acrylic Relate, polypropylene, polyester and polytetrafluoroethylene. can be.

[0110] Among these, examples of preferred adsorbents for use in the process according to the invention include polymers, e.g. For example, styrene-divinylbenzene copolymers having trialkylammonium groups in the chloride form. Polymers such as Lewatit® and polystyrene polymers or acrylic and Amberlite, a hydroxylate-based polymer.

[0111] Before transferring the adsorbent to the adsorption device, the adsorbent is preferably washed to optimize the adsorption capacity of the adsorbent. Prepare in water according to manufacturer's instructions.

[0112] In the adsorption step of the method according to the invention, the water containing the extracted soluble oat material is The soluble extract is applied to the column and passed through the adsorbent in the adsorption device, thereby separating the soluble oat extract. Adsorbents for substances such as avenanthramides and β-glucans derived from oat sources Adsorb onto the

[0113] The selectivity of the adsorbent material allows the addition of inorganic salts, e.g., Na + , K + , Mg 2+ and Ca 2+ Cations and Cl - , SO4 2- and PO4 3- The anions are present in trace amounts on the adsorbent material. It is adsorbed only to a certain extent and remains mainly in the extract that passes through the column.

[0114] In another preferred embodiment of the adsorption step in the process according to the invention, the aqueous extract stream is The flow rate is adjusted to within the range of 1-20 l / m during at least a portion of the adsorption procedure. Within the extraction solution, the flow rate parameter is the localized flow rate between the adsorbent material and the extracted oat material in the extraction solution. The flow rate is preferably 2.5 to 15 l / min, more preferably It is in the range of 5 to 10 l / min.

[0115] In another preferred embodiment of the adsorption process in the method according to the invention, the temperature of the extraction liquid is , in the range of 10 to 70°C during at least a portion of the adsorption procedure. The temperature range of 20 to 60°C is more preferable, and the range of 20 to 50°C is more preferable. A temperature range of 0.4 to 100° C. is particularly preferred.

[0116] The adsorption step was carried out by passing the aqueous extract through the column at a gravity-induced flow rate. In another preferred embodiment, the adsorption step is carried out using counter pressure. The back pressure inside the adsorbent is in the range of 0.1 to 4.0 bar during the adsorption procedure. The back pressure on the side is generated when the extract is pumped through the adsorber in step (5) of the adsorption procedure. This is the pressure generated by the resistance of the adsorbent material when it is absorbed. It is between 0.3 and 2.5 bar. A counter pressure in the range 0.8 to 1.5 bar is preferred, particularly preferred.

[0117] In the next step of the method according to the second aspect of the invention, the adsorbent material resulting from the extraction liquid is The adsorbent is desorbed by elution with at least one elution solvent to obtain an eluate.

[0118] Adsorbed oat substances, in particular at least one avenanthramide or its analogues and The elution solvent for advantageously desorbing at least β-glucan is an organic solvent or a mixture with water. The organic solvent is preferably selected from the group consisting of any mixtures of these, and the organic solvent is preferably selected from the group consisting of foodstuffs or cosmetic Needless to say, such solvents are suitable for food, pharmaceutical or pharmaceutical preparations. It must be suitable and compatible for the preparation of cosmetic or pharmaceutical preparations.

[0119] The organic elution solvent is preferably methanol, ethanol, n-propanol, isopropanol, Butanol, n-butanol, isobutanol, t-butanol, acetone or any of these Any mixture or combination of methanol, ethanol and and isopropanol are preferably used as elution solvents. The preferred dissolution solvents are ethanol and isopropanol. It is used either in its pure form or in any mixture with water.

[0120] The mixing ratio of water to the organic solvent, preferably water to the alcohol, may be any ratio. In this case, the ratio of the elution solvent to the generated elution solvent is preferably in the range of 10:90 to 90:10 (v / v). The range is 20:80 to 80:20 (v / v), and most preferably 30:70 to 70:30 ( v / v).

[0121] In a preferred variant, the desorption step in the process according to the invention is a single, i.e. pure, This is carried out using a pure dissolution solvent, most preferably pure ethanol.

[0122] One preferred variant of the desorption step according to the invention is to adjust the flow rate within the range of 1 to 20 l / m. In this context, the flow rate parameter is a function of the adsorption material and The flow rate is preferably 2.5 to 1 5 liters / minute, and more preferably within the range of 5 to 10 liters / minute.

[0123] In another preferred variant, the temperature of the elution medium in the desorption step in the process according to the invention is The temperature parameters are in the range of 10 to 70°C for at least a portion of the desorption step. It also contributes jointly to the local distribution coefficient between the adsorbent and the elution solvent. A temperature range of 20 to 50° C. is particularly preferable.

[0124] The desorption step in the method according to the present invention comprises the steps of: In another preferred variant, the desorption step is carried out by passing the desorbent through a column. The device is characterized by a back pressure inside the device ranging from 0.05 to 2.0 bar during the process. is generated by the resistance of the adsorbent material when the elution solvent is pumped through the adsorption device. This is the pressure at which the pressure is applied and is indicated by a manometer. A back pressure in the range of 0.1 to 1.5 bar is preferred. A pressure range of 0.2 to 1.0 bar is preferable, and a pressure range of 0.2 to 1.0 bar is particularly preferable.

[0125] According to another preferred embodiment of the adsorption and desorption process in the method according to the invention, the adsorption The attachment and detachment steps can be in the same or opposite directions.

[0126] According to the desorption step in the method according to the second aspect of the present invention, An eluate containing the adsorbed and desorbed materials resulting from the separation is obtained.

[0127] The eluate thus obtained, preferably the alcoholic eluate, can be used as such in food, nutritional supplements, etc. It can be used in the preparation of food, cosmetic, pharmaceutical or veterinary preparations. The solvent may be partially or completely removed from the eluate to obtain a concentrated or dried oat extract fraction. The elution solvent is preferably removed by vacuum evaporation or distillation.

[0128] In a preferred variant of the method according to the invention, the column and the adsorbent are and desorption step (7) by washing with water to remove non-absorbed material from the adsorbent, followed by In the method step, a pure oat extract is produced. Optionally, the excess in the adsorption device is The water is removed by vacuum or by blowing nitrogen through an adsorbent.

[0129] The method according to the second aspect of the present invention comprises the step of administering at least one avenanthramide or its analogue. The present invention is characterized in that it comprises or consists of a β-glucan and a salt thereof. The resulting oat extract fraction contains at least one avenanthramide or its or all avenanthramides or their analogs, at least against β-glucan The weight ratio of the total β-glucan to the total β-glucan is in the range of 1:4 to 4:1, preferably 1:3. In the range of 1:2 to 3:1, more preferably 1:2 to 2:1, and even more preferably 1:2 to 2:1. The most preferred oat extract comprises at least one of avenanthramide or its analogues or the entire avenanthramide or its analogues, The concentration of at least one β-glucan or the total β-glucan is approximately equal; The salt content of the oat extract is 1:1. is less than 1.0% by weight, in particular less than 0.5% by weight, based on the dry weight of the oat extract. .

[0130] Surprisingly, an oat extract enriched in oat avenanthramides and β-glucans The article further comprises the extraction step as an adsorption-desorption step using an adsorption resin within the context of the method according to the invention. In this case, avenanthramide and Ideally, avenanthramide and β-glucan are present in almost equal concentrations. Combines the beneficial biological activities and properties of both β-glucans in one extract fraction An oat extract is provided.

[0131] In a third aspect of the invention, there is provided a method for producing a cellular endothelial cell, comprising: An oat extract is provided, with reference to its components, preferred variants, properties and beneficial effects. For further details, please refer to the detailed description of the composition or oat extract according to the first aspect of the invention. stomach.

[0132] As demonstrated by the following examples, the oat grains obtained by the method according to the invention The extract fraction may be prepared using a cosmetically or pharma- ceutically approved liquid or solid carrier. Provides a stable, easily storable liquid or solid form that is easy to use and administer It can be provided.

[0133] Another beneficial effect was observed in oat extract fractions enriched in avenanthramides and β-glucans. The advantage of this is that it can be combined with a liquid or solid carrier and spray-dried. Spray-dried solid powders or granules have the advantage of being easy to handle and administer. Spray drying is very convenient as it requires only a very short exposure to high temperatures (less than a minute). Spray drying is a fairly gentle drying technique and is therefore particularly suitable for sensitive ingredients. It is also a relatively inexpensive technique that allows for the drying of low viscosity solutions with little dry matter. Spray drying is a well-established drying technique available on a commercial scale. This allows the selection of excipients that affect product parameters, e.g. dextrin or It is also possible to use cyclodextrin, other modified starches or gum arabic.

[0134] The particle size can also be varied according to the respective needs and requirements, e.g. by spray bed drying techniques. to produce smaller particles (0.07 It can also accommodate particles from around 0.5mm to larger particles (around 0.4mm). allows the preparation of a free-flowing, almost dust-free powder.

[0135] Spray-dried oat extract enriched in avenanthramides and β-glucans The fractions are also resistant to oxidative degradation and to photoinduced degradation, as demonstrated by the following examples. Completely stable against volatile decomposition.

[0136] The composition or oat extract according to the invention preferably comprises a polyol, e.g. 1,2-propanediol (PPO), a known compound commonly used as an ingredient in food products, propylene glycol), 1,3-propanediol, 1,2-butanediol, 1,3- Butanediol (butylene glycol), 1,2-pentanediol, 1,2-hexane The diols and glycerol are used alone or in combination as a mixture with water. As clearly shown in Example 9, glycerol and 1,2-pentanedioic acid Avenanthramide and β-glucan enriched oat extract fraction combined with ethanol The compound is stable against oxidative and light-induced degradation. The oat extract fraction enriched in β-glucan was also significantly higher than that of the extracts produced by conventional techniques. It has a bright color.

[0137] The presence of both avenanthramide and β-glucan in nearly equal concentrations, and The enhanced antioxidant, anti-inflammatory, anti-pruritic, anti-irritant and anti-inflammatory properties of both nitramide and β-glucan The avenanthramide and β-glucan-rich compositions according to the present invention have anti-atherogenic and anti-atherogenic activities. The oat extract fraction or the hydrated composition may be useful in the prevention and treatment of skin disorders. The composition can be advantageously used in cosmetic or pharmaceutical applications. These antioxidant and strong cholesterol and Due to their low triglyceride and triglyceride lowering properties, the compositions and oat extract fractions according to the invention also Prevention and / or treatment of skin diseases associated with increased ROS production, or cardiovascular diseases and It can be advantageously used in the prevention and / or treatment of allergic reactions.

[0138] Thus, a fourth aspect of the present invention relates to a composition or oat according to the first aspect of the present invention. The extract is for use as a cosmetic or medicinal agent.

[0139] Due to their improved beneficial biological activities and properties, avenanthramide and β-glucan Due to the presence of both amines, the composition or oat extract according to the first aspect of the invention has the following properties: For skin care, scalp care, hair care, nail care, or for skin conditions, intolerance, Sensitive skin, skin irritation, skin redness, wheals, pruritus (itching), skin aging, wrinkle formation, skin Loss of volume, loss of skin elasticity, pigmentation spots, pigmentation abnormalities, or dry skin, i.e. skin that needs moisture. Suitable for the prevention and / or treatment of dry skin in need thereof.

[0140] In addition, the composition or oat extract according to the first aspect of the invention may be used to treat skin disorders or corneal ulcers. Interstitial diseases, preferably barrier-related, inflammatory, immunoallergic, atherogenic , prevention of skin diseases or keratin diseases having components of dry or hyperproliferative type and / or in the treatment or prevention of skin diseases associated with increased ROS production and / or or in the treatment or prevention of cardiovascular disease, allergic reactions, coronary heart disease and and / or reducing serum LDL cholesterol and lipid levels during treatment. For reducing blood pressure and improving insulin sensitivity, and are suitable to be beneficially used to enable control of blood glucose levels.

[0141] Skin or keratin disorders include eczema, psoriasis, seborrhea, dermatitis, erythema, pruritus (itching), ear infections, etc. Inflammation, irritation, fibrosis, lichen planus, pityriasis rosea, tinea versicolor, autoimmune blistering diseases, urticarial, angiodermal and allergic skin reactions, and wound healing, and / or skin inflammation associated with increased ROS production. Skin diseases include atopic dermatitis, neurodermatitis, psoriasis, rosacea, acneiform eruptions, asteatosis and Xerosis is selected from the group consisting of:

[0142] The use of the composition or oat extract for each of these purposes comprises administering to the subject a therapeutically effective amount of The addition of the composition or oat extract to the substance provides the respective therapeutic activity. This corresponds to a method for

[0143] Within the context of the present invention, an effective amount of a composition is an amount that is sufficient to provide a benefit, e.g., a disorder, disease or condition to be treated. The amount of each active ingredient is sufficient to result in a reduction in the symptoms associated with the condition. When applied to a combination, the term refers to the amounts of the combined active ingredients that provide the benefit. .

[0144] Due to its remarkable radical scavenging activity and therefore antioxidant effect, The composition or oat extract according to the embodiment may be used in the preparation of a food, dietary supplement or veterinary product. It is appropriate to be beneficial to the manufacture.

[0145] The composition or oat extract according to the invention can be used in conventional food, dietary supplement, cosmetic, pharmaceutical It can be easily incorporated into medicinal or veterinary preparations.

[0146] Thus, a final aspect of the present invention relates to a composition or an oat extract according to the present invention, and / or food, nutritional supplements, cosmetics, pharmaceuticals obtained using the method according to the invention. In a preferred variant of the invention, the composition according to the invention or Functional foods containing oat extracts are effective ingredients for preventing or reversing the above disorders. Provided as.

[0147] In a preferred variant, the food, dietary supplement, cosmetic, pharmaceutical or veterinary preparation comprises the compound of the invention. Using the method described above, the amount of the compound is preferably 0.0001 to 10% by weight, more preferably 0.0001 to 10% by weight, based on the total weight of the composition. The present invention is preferably carried out in an amount of 0.0005 to 5% by weight, and most preferably in an amount of 0.001 to 1% by weight. or an oat extract comprising or obtained by the composition according to the present invention.

[0148] Within this context, the composition according to the invention or the oat extract or the composition according to the invention or cosmetic or pharmaceutical preparations containing oat extracts, For example, other synergistically enhancing substances, such as those described and exemplified in detail below. , anti-inflammatory, antibacterial or antifungal, redness-relieving or itching-relieving properties Substances, emollients, moisturizers and / or cooling agents and / or antioxidants, preservatives , (metal) chelating agents, penetration enhancers, and / or cosmetic or pharma- ceutical approved It is also possible, and in some cases advantageous, to combine the compound with acceptable excipients.

[0149] Active agent refers to a substance or compound that confers a primary utility to a composition or formulation. Examples of such active substances include antioxidants, preservatives, (metal) chelating agents, penetration enhancers. Excipients are substances that are used to make cosmetics or pharmaceuticals as a result of processing or manufacturing. This refers to the inactive substances used to formulate a drug.

[0150] Skin conditions or diseases are often characterized by dry skin, scratchy skin, skin lesions or inflammation. Therefore, the composition or oat extract or the composition or oat extract according to the present invention Cosmetic and / or pharmaceutical preparations containing the extract are particularly advantageous in that they have skin moisturizing and and / or moisture retaining agents, cooling agents, osmolytes, keratolytic agents, nutrients, anti-inflammatory agents antibacterial or antifungal substances and / or redness-relieving or itching-relieving properties and / or emollients.

[0151] Itching occurs with particular intensity when the skin is dry. Skin moisturization and / or hydration The use of a retention agent can significantly alleviate itching. Oat extract or the composition according to the present invention or a cosmetic product containing oat extract or The pharmaceutical preparations may also be particularly advantageously formulated with one or more skin moisturizing and / or moisture retaining substances. Thus, the composition or oat extract according to the invention can be combined with Alternatively, the cosmetic or pharmaceutical preparation may also contain the following moisturizing and / or moisture-retaining substances: May contain: sodium lactate, urea, urea derivatives, alcohol, glycol Cerol, diols, e.g., propylene glycol, hexylene glycol, 1,2- Pentanediol, 1,2-hexanediol, 1,2-heptanediol, 1,2-octanediol 1,2-nonanediol, 1,2-decanediol or the above diols mixtures of 1,2-hexanediol and 1,2-octanediol, Lagen, elastin or hyaluronic acid, diacyl adipate, petrolatum, urocanine Acid, lecithin, panthenol, phytantriol, lycopene, (pseudo)ceramide, glycol Cosphingolipids, cholesterol, phytosterol, chitosan, chondroitin sulfate Acids, lanolin, lanolin esters, amino acids, alpha hydroxy acids (e.g., citric acid , lactic acid, malic acid) and their derivatives, monosaccharides, disaccharides and oligosaccharides, e.g., glucosaccharides, sucrose, galactose, fructose, mannose, fructose and lactose, poly Sugars, such as R-glucans, especially 1,3-1,4-β-glucan from oats; alpha-hydroxy fatty acids, triterpene acids, such as betulinic acid or ursolic acid, As well as algae extracts.

[0152] Depending on the substance, the concentration of the water retention regulator used may vary depending on the type of ready-to-use cosmetic or pharmaceutical product. Between 0.1 and 10% (m / m) based on the total weight of the final product, preferably 0.5 These data are particularly useful for the geochemical properties of hexylene glycol, 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol and 1,2-decanediol, as well as 1,2-hexanediol. Applied to a mixture of Sandiol and 1,2-octanediol.

[0153] The use of a cooling agent can relieve itching. Extract or composition according to the invention or cosmetic or pharmaceutical preparation containing oat extract The preparations can also be particularly advantageously combined with one or more cooling agents. Preferred individual cooling agents for use within the framework of the present invention are listed below. One skilled in the art could add many other cooling agents to this list; The cooling agents may also be used in combination with each other: l-menthol, d-menthol, Racemic menthol, menthone glycerol acetal (trade name: Frescolat) Menthyl Lactate (trade name: Frescolat® ML; Lactic Acid Menthyl is preferably l-menthyl lactate, especially l-menthyl l-lactate), Substituted menthyl-3-carboxamides (e.g., menthyl-3-carboxylic acid N-ethylamide) ), 2-isopropyl-N-2,3-trimethylbutanamide, substituted cyclohexane carbamide Voxamide, 3-menthoxypropane-1,2-di ol, 2-hydroxyethyl menthyl carbonate, 2-hydroxypropyl menthyl Carbonate, N-acetylglycine menthyl ester, isopulegol, hydroxycarbamate Menthyl carboxylate esters (e.g., menthyl 3-hydroxybutyrate), succinate Nomenthyl, 2-mercaptocyclodecanone, menthyl 2-pyrrolidin-5-one carbo xylate, 2,3-dihydroxy-p-menthane, 3,3,5-trimethylcyclohexyl Sanon glycerol ketal, 3-menthyl-3,6-di- and trioxaalkanoates acetate, 3-menthyl methoxyacetate and icilin.

[0154] Due to their specific synergistic effects, the preferred cooling agents are l-menthol, d-menthol, , racemic menthol, menthone glycerol acetal (trade name: Frescolat ( (registered trademark) MGA), menthyl lactate (preferably l-menthyl lactate, especially l-menthyl l -lactate (trade name: Frescolat® ML), substituted menthyl-3- Carboxamides (e.g., menthyl-3-carboxylic acid N-ethylamide), 2-isopropanol Pyr-N-2,3-trimethylbutanamide, Substituted cyclohexanecarboxamide, 3- Methoxypropane-1,2-diol, 2-hydroxyethyl menthyl carbonate, 2 -hydroxypropyl menthyl carbonate and isopulegol.

[0155] Particularly preferred cooling agents are l-menthol, racemic menthol, menthone glycerol Acetal (trade name: Frescolat® MGA), menthyl lactate (preferred or l-menthyl lactate, especially l-menthyl l-lactate (trade name: Frescolat (registered trademark)ML), 3-methoxypropane-1,2-diol, 2-hydroxyethyl menthyl carbonate and 2-hydroxypropyl menthyl carbonate.

[0156] Very particularly preferred cooling agents are l-menthol, menthone glycerol acetal ( Trade name: Frescolat® MGA) and menthyl lactate (preferably l- Menthyl lactate, especially l-menthyl l-lactate (trade name: Frescolat®) The mark is ML.

[0157] Depending on the substance, the concentration of the freshener used may vary depending on the composition of the ready-to-use cosmetic or pharmaceutical product. Preferably, the content is between 0.01 and 20% by weight, more preferably between 0.1 and 20% by weight, based on the total weight of the composition. 5% by weight.

[0158] Composition or oat extract or a composition or oat extract according to the present invention Cosmetic or pharmaceutical preparations having the above properties may also be used in combination with one or more osmolytes. Examples of osmolytes that may be mentioned here include sugar alcohols (myo-inositol, mannitol, sorbitol), quaternary amines, e.g., taurine , Choline, Betaine, Betaine Glycine, Ectoine, Diglycerol Phosphate, Ho glycerophosphorylcholine or glycerophosphorylcholine, amino acids such as glutamine, Synthin, Alanine, Glutamate, Aspartate or Proline, Phosphatidylcholine , phosphatidylinositol, inorganic phosphates, and polymers of the above compounds, e.g. These include substances from the group comprising proteins, peptides, polyamino acids and polyols. All osmolytes simultaneously have a skin moisturizing effect.

[0159] Preferably, a keratolytic substance is also combined with the composition according to the invention or with the oat extract. Keratolytic compounds include a large group of alpha hydroxy acids. For example, salicylic acid is preferably used.

[0160] For example, for the topical cosmetic or pharmaceutical treatment of dry and / or itchy skin; In cosmetic or pharmaceutical preparations containing the composition according to the invention or an oat extract , especially the high percentage of nutritional substances, also reduces transepidermal water loss due to lipophilic components. In a preferred embodiment, the cosmetic or pharmaceutical preparation comprises one or more or multi-nutritional animal and / or vegetable fats, and oils, e.g. olive oil. , sunflower oil, refined soybean oil, palm oil, sesame oil, rapeseed oil, almond oil, borage Oil of oleander, evening primrose oil, coconut oil, shea butter, jojoba oil, sperm whale oil, tallow, beef leg oil and lard, and optionally other nutritious components, e.g., 8 to 30 As used herein, the aliphatic alcohol includes an aliphatic alcohol having a C atom of It can be either saturated or unsaturated and either straight chain or branched. Nutrient substances which can be particularly preferably combined with the mixture according to the invention are also particularly preferred for use as ceraminic acid. Here, we present a novel compound, N-acylsphingosine (Sph), which significantly improves the water retention capacity of the stratum corneum. fatty acid amides of vingosine) or synthetic analogues of such lipids (so-called pseudoceramides ceramides, which are understood to mean phospholipids, such as soybean lecithin, egg lecithin and cephalin; as well as petrolatum, paraffin oil and silicone oil, the latter Among them, dialkyl- and alkylarylsiloxanes, e.g. dimethylpolysiloxanes, San- and methylphenyl polysiloxanes and their alkoxylated and quaternized derivatives Includes conductors.

[0161] Composition or oat extract or a composition or oat extract according to the present invention Cosmetic or pharmaceutical preparations having other anti-inflammatory active compounds or anti-redness and It may contain active compounds that exhibit antipruritic activity. Within this context, any anti-inflammatory activity and compounds that relieve redness and itching and are useful in cosmetics and / or skin diseases. It is possible to use active compounds which are suitable or customary for the purpose. Advantageously, the antibacterial agent used The anti-inflammatory active compounds and the active compounds that relieve redness and / or itching are steroidal anti-inflammatory substances of the steroid class, for example, hydrocortisone, dexamethasone, Dexamethasone phosphate, methylprednisolone or cortisone. The regimen can be expanded by adding other steroidal anti-inflammatory drugs. Anti-inflammatory drugs, such as: oxicams, e.g., piroxicam or tenoxicam; salicylate Aspirin, Disalcid®, Solprin® or fendosal; acetic acid derivatives, such as diclofenac, fenclofenac, inclofenac, dometacin, sulindac, tolmetin or clindanac; fenamic acids, such as mefe namic acid, meclofenamic acid, flufenamic acid or niflumic acid; propionic acid derivatives, e.g. For example, ibuprofen, naproxen, benoxaprofen; or pyrazoles, for example , phenylbutazone, oxyphenylbutazone, febuxozone or azapropazone. Alternatively, natural anti-inflammatory substances and agents that may be used to treat redness and / or itching may be used. Substances that alleviate irritation can also be used. Plant extracts, special highly active plant extract fractions. Furthermore, extremely pure active substances isolated from plant extracts can be used. Aloe vera, Commiphora species, Rubia species, willow, willow grass, scallion Uga, Marigold, Arnica, Glycyrrhiza species, Echinacea species, Extracts, fractions and active substances derived from Rubus species and pure substances, e.g., Bisa Borol, apigenin, apigenin-7-glucoside, gingerol, e.g., [6]- Gingerol, paradol, e.g., [6]-paradol, boswellic acid, phytosterol Particularly preferred are histamine, glycyrrhizin, glabridin, and licochalcone A. Preparations containing release inhibitors also contain mixtures of two or more anti-inflammatory active compounds. It is possible.

[0162] Composition or oat extract or a composition or oat extract according to the present invention Cosmetic or pharmaceutical preparations having the above properties may also contain active compounds for preservation purposes. and are suitable or customary for cosmetic and / or dermatological applications, and advantageously Examples include benzoic acid, its esters and salts; propionic acid and its salts; salicylic acid, among others. Sorbic acid and its salts; 2,4-hexanoic acid (sorbic acid) and its salts; Formaldehyde and paraformaldehyde;2-hydroxybiphenyl ether and its salts;2- Zinc sulfidopyridine N-oxide; Inorganic sulfites and bisulfites; Sodium iodate 4-Hydroxybenzoic acid and its salts and esters; Dehy Doroacetic acid; Formic acid; 1,6-bis(4-amidino-2-bromophenoxy)-n-hexane and its salts;Ethylmercury(II)-thiosalicylic acid, sodium salt;Phenylmercury and and its salts;10-Undecylenic acid and its salts;5-Amino-1,3-bis(2-ethyl) (hexyl)-5-methylhexahydropyrimidine;5-bromo-5-nitro-1,3- Dioxane; 2-Bromo-2-nitro-1,3-propanediol; 2,4-Dichlorobe N-(4-chlorophenyl)-N'-(3,4-dichlorophenyl) alcohol Urea;4-Chloro-m-cresol;2,4,4'-trichloro-2'-hydroxy- Diphenyl ether; 4-chloro-3,5-dimethylphenol; 1,1'-methylene- Bis(3-(1-hydroxymethyl-2,4-dioxyimidazolidin-5-yl)urea A; Poly(hexamethylene biguanide) hydrochloride; 2-phenoxyethanol; Hexa Methylenetetramine; 1-(3-chloroallyl)-3,5,7-triaza-1-azonia Adamantane chloride; 1-(4-chloro-phenoxy)-1(1H-imidazole-1 -yl)-3,3-dimethyl-2-butanone;1,3-bis(hydroxymethyl)-5, 5-Dimethyl-2,4-imidazolidinedione;Benzyl alcohol;Octopiro x (registered trademark); 1,2-dibromo-2,4-dicyanobutane; 2,2'-methylene-bi Bromochlorophene; 5-chloro-2-methyl- 2-methyl-3(2H)-isothiazolinone and 2-methyl-3(2H)-isothiazolinone Mixture of magnesium chloride and magnesium nitrate; 2-benzyl-4-chlorophenol 2-Chloroacetamide;Chlorhexidine;Chlorhexidine acetate;Chlorhexidine gluconate Lorhexidine;Chlorhexidine hydrochloride;1-phenoxy-propan-2-ol;N- Alkyl (C12-C22) trimethylammonium bromides and chlorides; 4,4- Dimethyl-1,3-oxazolidine; N-hydroxymethyl-N-(1,3-di(hydro) (oxymethyl)-2,5-dioxoimidazolidin-4-yl)-N'-hydroxymethyl Urea; 1,6-bis(4-amidinophenoxy)-n-hexane and its salts; Gluta Aldehyde 5-ethyl-1-aza-3,7-dioxabicyclo(3.3.0)octane ;3-(4-chlorophenoxy)-1,2-propanediol;Hyamine;Alkyl( C8-C18) dimethylbenzyl ammonium chloride; alkyl(C8-C18) dimethyl dimethylbenzylammonium bromide; alkyl(C8-C18)dimethylbenzylammonium bromide Benzyl hemiformal; 3-iodo-2-propynyl butyl carbamide preservatives such as carbamate; or sodium ((hydroxymethyl)amino)acetate Any preservative selected from the group consisting of may be used.

[0163] Other antibacterial or antifungal active substances may also be added to the composition or oat extract of the present invention. In particular, in a cosmetic or pharmaceutical preparation containing a composition or an oat extract according to the present invention and can be advantageously used in cosmetic and / or dermatological applications. Any conventional antibacterial or antifungal active agent may be used. In addition to the large group of products, other products that are advantageous here include those related to cosmetics, e.g. Triclosan, Climbazole, Octoxyglycerin, Octirox (registered trademark) (1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1 H)-Pyridone 2-aminoethanol salt), chitosan, farnesol, monolauric acid glycerol or a combination of the above substances, which are useful for treating underarm odor, foot odor, among others. It is used against dandruff or itchy skin.

[0164] Composition or oat extract or a composition or oat extract according to the present invention The cosmetic and / or pharmaceutical preparations also contain one or more emollients. and are suitable or customary for cosmetic and / or pharmaceutical applications. Any emollient, such as alpha-bisabolol, azulene, guaiazulene, 18 -β-Glycyrrhetinic acid, Allantoin, Aloe vera juice or gel, Hamame Extract of Witch Hazel (Witch Hazel), Echinacea species, Cent ella asiatica, chamomile, Arnica monatana, Glyc yrrhiza species, algae, seaweed and Calendula officinalis, if and vegetable oils, such as sweet almond oil, baobab oil, olive oil and panthenol. Uses ethylhexyl, laureth-9, trideceth-9 and 4-t-butylcyclohexanol It is possible.

[0165] In addition, the composition or oat extract or the composition or oat extract according to the present invention Cosmetic or pharmaceutical preparations containing the agent also contain antiperspirant agents to control body odor. They can be used particularly advantageously in combination with harmful active compounds (antiperspirants). As sweat-inhibiting active compounds, in particular aluminum salts, such as aluminum chloride, chlorohydrate, However, the salts of zinc, magnesium or zinc oxide are not very sensitive. The use of arsenic compounds may also be advantageous. Aluminum salts and, to a somewhat lesser extent, However, aluminum / zirconium salt combinations are useful in cosmetic antiperspirants and dermatological Partially neutralized aluminum hyaluronate has proven useful in antiperspirants. It was also noted that hydroxychloride was better tolerated by the skin but was less effective. Materials other than aluminum salts can also be used, e.g. (a) Protein precipitating substances that cause the surface sealing of sweat glands, such as formaldehyde, glycolipids, among others. (b) ruthalaldehyde, natural and synthetic tanning agents and trichloroacetic acid; (c) local anesthetics Drugs, such as dilute solutions of lidocaine, prilocaine, or mixtures thereof, for use in peripheral nerves (c) Switching off the sympathetic nerve supply to the sweat glands by blocking the nerve pathway; (c) X, A or are Y-type zeolites, which also act as sweat secretion reducers and adsorbents of malodours; and (d) botulinum toxin (a toxin produced by the bacterium Chlostridium botulinum) ), and also in hyperhidrosis (pathological increase in sweat secretion), where its action is to suppress the secretion of sweat. It is based on irreversible blockade of the release of the associated transmitter, acetylcholine.

[0166] Combinations with (metal) chelating agents may also be used in the compositions or oat extracts of the present invention. It is advantageous in cosmetic or pharmaceutical preparations containing compositions or oat extracts according to the present invention. and which are suitable or customary for cosmetic and / or dermatological applications. Any metal chelating agent can be used. Preferred (metal) chelating agents include α -hydroxy fatty acids, phytic acid, lactoferrin, α-hydroxy acids, e.g., among others , gluconic acid, glyceric acid, glycolic acid, isocitric acid, citric acid, lactic acid, malic acid , mandelic acid, tartaric acid, as well as humic acid, bile acids, bile extract, bilirubin, biliberal EDTA, EGTA and their derivatives. The use of a rater is in accordance with the present invention. This invention improves the stability of cosmetic or pharmaceutical preparations containing the extract of Mamba.

[0167] For use, the composition according to the invention or preparations containing an oat extract are suitable for use in cosmetics and and applying the composition to the skin and / or hair in a sufficient amount in a manner customary for dermatological products. Within this context, compositions containing the mixture according to the invention which also function as sunscreens are also suitable. The cosmetic and dermatological preparations for use in the preparation of the present invention offer certain advantages. At least one UVA filter and / or at least one UVB filter and and / or at least one inorganic pigment. Within this context, the preparations may contain, for example, Preparations of this type, for example, solutions, water-in-oil (W / O) emulsions, oil-in-water (O / W) emulsions or multiple emulsions, such as water-in-oil-in-water (W / O / W) emulsions, gels, hydrogels, etc. - Dispersions, solid sticks or aerosols in various forms commonly used It is possible.

[0168] Composition or oat extract or a composition or oat extract according to the present invention Cosmetic or pharmaceutical preparations containing substances that absorb UV radiation in the UVB range are advantageously In combination with the above, the total amount of filter material is, for example, 0.05% based on the dry weight of the preparation. 1 to 40% (m / m), preferably 0.1 to 10% (m / m), particularly preferably 1.0 to 5.0% ( A cosmetic preparation that protects hair and / or skin from all UV rays. These can also function as sunscreens for hair. If the preparations according to the invention contain UVB filter substances, these are oil-soluble and Advantageous oil-soluble UVB filters include: 3-benzylidene camphor derivatives, preferably 3-(4-methylbenzylidene) camphor camphor, 3-benzylidene camphor; 4-aminobenzoic acid derivatives, preferably 2-ethyl Hexyl 4-(dimethylamino)benzoate, amyl 4-(dimethylamino)benzoate cinnamates, preferably 2-ethylhexyl 4-methoxycinnamate; Isopentyl 4-methoxycinnamate; Salicylic acid esters, preferably salicylic acid 2 -Ethylhexyl, 4-isopropylbenzyl salicylate, homomenthyl salicylate; Derivatives of benzophenone, preferably 2-hydroxy-4-methoxybenzophenone, 2- Hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4 -Methoxybenzophenone; benzalmalonic acid esters, preferably di(2-ethylhexyl 4-Methoxybenzalmalonate, 2,4,6-Trianilino-(p-Carbo-2 '-Ethyl-1'-hexyloxy)-1,3,5-triazine. Advantageous water-soluble UVB filter As a filter, salts of 2-phenylbenzimidazole-5-sulfonic acid, e.g. Sodium, potassium or triethanolammonium salts, as well as sulfonic acids and per se; sulfonic acid derivatives of benzophenone, preferably 2-hydroxy-4-methoxy Benzophenone-5-sulfonic acid and its salts; Sulfones of 3-benzylidenecamphor Acid derivatives, such as 4-(2-oxo-3-bornylidenemethyl)benzenesulfonic acid, 2-Methyl-5-(2-oxo-3-bornylidene-methyl)sulfonic acid and its derivatives Salts, and 1,4-di(2-oxo-10-sulfo-3-bornylidenemethyl)-benzene and its salts (the corresponding 10-sulfato compounds, e.g., the corresponding sodium salts, and triethanolammonium salts), and benzene-1,4-di(2-methyl- 3-oxo-bornylidenemethyl-10-sulfonic acid.

[0169] UVA filters, such as those commonly contained in cosmetic preparations, are used. These substances are preferably derivatives of dibenzoylmethane, especially 1-(4'-tert-butylphenyl)-3-(4'-methoxyphenyl)propane- 1,3-Dione and 1-phenyl-3-(4'-isopropylphenyl)propane-1 ,3-dione. The amounts used for the UVB combination can be similar. .

[0170] Composition or oat extract or a composition or oat extract according to the present invention Cosmetic or pharmaceutical preparations having, for example, the usual Other cosmetic auxiliaries used, such as antioxidants, perfume oils, defoamers, colorants, Pigments, thickeners, surface-active substances, emulsifiers, plasticizing substances, wetting and / or moisture-retaining substances substances, fats, oils, waxes or other conventional constituents of cosmetic preparations, e.g. alcohol , polyols, polymers, foam stabilizers, electrolytes, organic solvents or silicone derivatives. Suitable or customary for cosmetic and / or dermatological applications. Any imaginable antioxidants, perfume oils, antifoaming agents, colorants, pigments with coloring action, thickeners , surface active substances, emulsifiers, plasticizing substances, wetting and / or moisture retaining substances, fats, oils, Waxes, alcohols, polyols, polymers, foam stabilizers, electrolytes, organic solvents or silicones Corn derivatives may be used herein in accordance with the present invention.

[0171] The high content of treatment substances is a major advantage of this formulation for topical, preventive or cosmetic treatment of the skin. It is generally advantageous in compositions or preparations containing oat extract according to the invention. According to a new embodiment, the composition comprises one or more animal and / or plant treated fats and Oils, e.g. olive oil, sunflower oil, refined soybean oil, palm oil, sesame oil, natto oil Neem oil, almond oil, borage oil, evening primrose oil, coconut oil, shea butter, jojoba oil, matricaria Suckling whale oil, beef tallow, beef foot oil and lard, and optionally other treated constituents, e.g. For example, the fatty alcohol used herein may include a C8 to C30 fatty alcohol. It is a saturated or unsaturated and linear or branched aliphatic alcohol, for example decanol. decanol, octanol, octenol, dodecanol, dodecenol, octadiol Enol, decadienol, dodecadienol, oleyl alcohol, ricinoleyl alcohol Cole, erucic alcohol, stearyl alcohol, isostearyl alcohol, cetyl Alcohol, lauryl alcohol, myristyl alcohol, arachidyl alcohol, caprylic / capric Capric alcohol, linoleyl alcohol, linolenyl alcohol and behenyl alcohol, as well as Guerbet alcohols thereof. This list may be expanded, if desired, to include other structurally and chemically related alcohols. The fatty alcohol is preferably derived from a naturally occurring fatty acid, usually a fatty acid. They are prepared by reduction from the corresponding esters of naturally occurring fats and fatty oils. Fatty alcohol fractions formed from, for example, beef tallow, peanut oil, rapeseed oil, cottonseed oil , soybean oil, sunflower oil, palm kernel oil, linseed oil, corn oil, castor oil, rapeseed oil , sesame oil, cocoa butter and cocoa fat can also be used.

[0172] Treatments which may be preferably combined with the composition or oat extract according to the invention Other examples of substances that may be mentioned include: ceramides, N-acylsphingosines, etc. (fatty acid amides of sphingosine) or synthetic analogues of such lipids ( These are so-called pseudo-ceramides, which significantly improve the water-retaining capacity of the stratum corneum; Lecithin, such as soybean lecithin, egg lecithin and cephalin; vaseline, paraphylin and silicone oils, the latter among others dialkyl- and alkylaryl-siloxanes. For example, dimethylpolysiloxane and methylphenylpolysiloxane, and These include alkoxylated and quaternized derivatives.

[0173] Hydrolyzed animal and / or plant proteins may also be used in the compositions or extracts according to the invention. It can be advantageously added to preparations containing barley extract. , especially elastin, collagen, keratin, milk protein, soy protein, oat Protein, legume protein, almond protein and wheat protein fraction or versus The hydrolyzed proteins, as well as their condensation products with fatty acids, and further quaternized hydrolyzed proteins are Proteins are mentioned, with the use of hydrolyzed vegetable proteins being preferred.

[0174] Cosmetic or dermatological preparations containing the composition according to the invention or an oat extract are If it is a liquid or lotion, solvents that can be used include: Water or aqueous solutions; fatty oils, fats, waxes and other natural and synthetic fatty bodies, preferably The fatty acids and alcohols with low carbon numbers, such as isopropanol, propylene glycol, Esters with cholesteryl or glycerol, or with fatty alcohols, with low C numbers Esters with alkanoic acids or fatty acids; alcohols, diesters with low carbon numbers alcohols or polyols, and their ethers, preferably ethanol, isopropanol, propylene glycol, glycerol, ethylene glycol, ethylene glycol Monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or or monobutyl ether, diethylene glycol monomethyl or monoethyl ether, and similar products. Mixtures of the abovementioned solvents are particularly used. In the case of alcoholic solvents, water can be an additional constituent.

[0175] Composition or oat extract or a composition or oat extract according to the present invention The cosmetic or pharmaceutical preparations having the composition may also contain antioxidants, and / or any antioxidant suitable or customary for use in dermatological applications. Advantageously, the antioxidant is an amino acid (e.g., glycine, histidine, tyrosine, thiamine ... tryptophan) and their derivatives, imidazoles (e.g. urocanic acid) and their derivatives Derivatives and peptides thereof, such as D,L-carnosine, D-carnosine, L-carnosine and their derivatives (e.g. anserine), carotenoids, carotenes (e.g. α-carotene) carotene, β-carotene, lycopene) and their derivatives, lipoic acid and its derivatives (e.g. dihydrolipoic acid), gold thioglucose, propylthiouracil and other thiols ( For example, thioredoxin, glutathione, cysteine, cystine, cystamine and the like. Glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauroyl aryl, palmitoyl, oleyl, gamma-linoleyl, cholesteryl and glyceryl esters dilauryl thiodipropionate, distearate thiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, Nucleotides, nucleosides and salts) and sulfoximine compounds (e.g. buthionyl Homocysteine ​​sulfoximine, buthionine sulfone, penta-, heptagonist hepta-thionine sulfoximine) (these are tolerated at very low doses), Furthermore (metal) chelating agents, e.g. alpha-hydroxy fatty acids, palmitic acid, phytic acid , lactoferrin, α-hydroxy acids (e.g., citric acid, lactic acid, malic acid), humic acid , bile acids, bile extracts, bilirubin, biliverdin, EDTA, EGTA and Derivatives, unsaturated fatty acids and their derivatives (e.g., γ-linolenic acid, linoleic acid, oleic acid, leic acid), folic acid and its derivatives, ubiquinone and ubiquinol and their derivatives Vitamin C and its derivatives (e.g., ascorbyl palmitate, magnesium phosphate) ascorbyl acetate), tocopherol and their derivatives (e.g. , vitamin E acetate), vitamin A and its derivatives (e.g., vitamin A palmitate benzoin resin, coniferyl benzoate, rutin acid and its derivatives, Ferrulic acid and its derivatives, butylhydroxytoluene , Butyl hydroxyanisole, Nordihydroguaiacinic acid, Nordihydroguaiare tin acid, trihydroxybutyrophenone, uric acid and its derivatives, mannose and its Derivatives, Zinc and its derivatives (e.g., ZnO, ZnSO4), Selenium and its derivatives selenomethionine, stilbene and their derivatives (e.g., stilbe trans-stilbene oxide), as well as derivatives of said active compounds (e.g. For example, salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids. ), for example selected from the group consisting of those suitable according to the present invention.

[0176] Composition or oat extract or a composition or oat extract according to the present invention The cosmetic or pharmaceutical preparations also contain vitamins and vitamin precursors. Any vitamin E that is suitable or customary for cosmetic and / or dermatological applications may be used. Vitamins and vitamin precursors, e.g. For example, tocopherols, vitamin A, nicotinic acid and nicotinamide, and other B-complex vitamins. Particular mention may be made here of vitamins, in particular biotin, and vitamin C. Other examples within this group that are preferably used include pantothenyl alcohol and its derivatives: In particular its esters and ethers, and cationic preparations of pantothenyl alcohol. Derivatives of pantothenyl alcohol, such as pantothenyl alcohol triacetate, pantothenyl alcohol Pantothenyl ether and its monoacetate, and also cationic pantothenyl ether Alcohol derivatives are also included.

[0177] Composition or oat extract or a composition or oat extract according to the present invention The cosmetic or pharmaceutical preparations also contain active compounds with whitening action. and any skin whitening agent suitable or customary for cosmetic and / or dermatological applications. Active compounds which can be used according to the invention. Advantageous whitening active compounds in this context are Among them, kojic acid, hydroquinone, arbutin, and albuterol, which contain whitening stilbene derivatives, are Scorbic Acid, Magnesium Ascorbyl Phosphate, Resorcinol, Licorice Root Extract and their constituents glabridin or licochalcone A, or Rumex and R amulus species, pine species (Pinus) or Vitis species Examples include extracts.

[0178] Composition or oat extract or a composition or oat extract according to the present invention Cosmetic preparations having a skin tanning action can also contain active compounds having a skin tanning action. Any skin tanning agent suitable or customary for cosmetic and / or dermatological applications may be used. A skin-stimulating active compound may be used. Dihydroxyacetone (DHA; 1,3-dihydroxyacetone) DHA can be used as a monomer or dimer. The dimer may be provided in either form, with the proportion of the dimer being predominant in the crystalline form. be.

[0179] Composition or oat extract or a composition or oat extract according to the present invention Cosmetic or pharmaceutical preparations containing mono-, di- and oligosaccharides, e.g., glutamic acid, It may also contain glucose, galactose, fructose, mannose and lactose. Cut.

[0180] Composition or oat extract or a composition or oat extract according to the present invention The cosmetic or pharmaceutical preparations having the above properties may also contain plant extracts, which It is usually prepared by extracting the whole plant, although in individual cases the flowers and / or may be prepared solely from the leaves, wood, bark or roots. Regarding the plant extracts, fdeklaration kosmetischer Mittel(Guide t o the Declaration of Constituents of Cos. metic agents), Industrieverband Koerperpf Legemittel und Waschmittel eV(IKW)(Ind ustrial Association for Toiletries and D The following are listed in the table beginning on page 44 of the 3rd edition of the 1990s edition of the German Federal Institute of Standards and Technology (Frankfurt, Germany): Particularly advantageous extracts include those from Aloe, Hamamelis, algae, Oak bark, willow herb, nettle, dead nettle, hops, chamomile, yarrow , Arnica, Calendula, Burdock Root, Horsetail, Hawthorn, Linden Blossom, Cucumber berries, almonds, pine needles, horse chestnut, sandalwood, juniper, coconut, mandarin Goat, apricot, orange, lemon, lime, grapefruit, apple, green tea, grapefruit Roots seeds, wheat, oats, barley, sage, thyme, basil, rosemary, birch Noki, mallow, cardamom, willow bark, sedge, coltsfoot, and bilberry Among these, particularly preferred extracts include ginseng, ginseng and ginger root. Examples of herbs include aloe vera, chamomile, algae, rosemary, calendula, ginseng, and chili pepper. Cucumber, Sage, Nettle, Linden Blossom, Arnica and Hamamelis Mixtures of two or more plant extracts may also be utilized. The extraction agents that can be used to prepare the product include water, alcohol, and the like. Preferred alcohols in this context include lower alcohols, e.g. For example, ethanol and isopropanol, but polyhydric alcohols, e.g., ethylene glycol Coal, propylene glycol and butylene glycol are also preferred, specifically only According to the present invention, the plant extract is preferably used as a sole extractant and in a mixture with water. can be used in pure or diluted form.

[0181] Composition or oat extract or a composition or oat extract according to the present invention Cosmetic or pharmaceutical preparations containing, in particular, crystalline or microcrystalline solids, e.g. inorganic When micropigments are incorporated into the preparation according to the invention, they can be anionic, cationic, nonionic, The surfactant may be anionic and / or amphoteric surfactant. Surfactants are amphiphilic substances that can dissolve organic, non-polar substances. They are generally classified according to the nature and charge of the functional moiety. Four groups can be differentiated here: Anionic surfactants, cationic surfactants, amphoteric surfactants and non-ionic surfactants Agent.

[0182] Anionic surfactants usually contain carboxylate, sulfate or sulfonate groups. In aqueous solution, they form negatively charged organic imines in acidic or neutral media. Cationic surfactants are mostly based on the presence of a quaternary ammonium group. In aqueous solution, they form positively charged organic imines in acidic or neutral media. Amphoteric surfactants contain both anionic and cationic groups, but Depending on the pH value, they behave like anionic or cationic surfactants in aqueous solution. They carry a positive charge in a strongly acidic medium and a negative charge in an alkaline medium. In the pH range, by contrast, they are zwitterions. Polyether chains form non-ionic interfaces. Typical of active agents: Nonionic surfactants do not form ions in aqueous media.

[0183] Anionic surfactants which can be used advantageously include: acyla Amino acids (and their salts), such as acyl glutamates, such as acyl glutamine Sodium Aspartate, Di-TEA-Palmitoyl Aspartate and Caprylic / Capric Acid monosodium glutamate; acyl peptides, such as palmitoyl hydrolyzed milk protein; Sodium Cocoyl Hydrolyzed Soy Protein and Sodium Cocoyl Hydrolyzed Collagen sodium / potassium; sarcosinates, e.g., myristoyl sarcosine, lauroyl sarcosine TEA, sodium lauroyl sarcosinate and sodium cocoyl sarcosinate; Urate, such as sodium lauroyl taurate and methyl cocoyl sodium taurate acyl lactylates, such as lauroyl lactylate and caproyl lactylate; Alaninates; carboxylic acids and derivatives, e.g., lauric acid, aluminum stearate magnesium alkanolate and Zinc undecylate; ester carboxylic acids, e.g. calcium stearoyl lactylate , Laureth-6 Citrate and Sodium PEG-4 Lauramidocarboxylate; Ether Carboxylic acids, such as sodium laureth-13 carboxylate and PEG-6 cocamide carboxylate sodium phosphate; phosphate esters and salts, such as DEA-oleth-10 phosphate; and dilaureth-4 phosphate; sulfonic acids and salts, such as acyl isethionate, e.g. For example, sodium / ammonium cocoyl isethionate; alkyl aryl sulfonate Alkyl sulfonates, such as sodium coco monoglyceride sulfonate, olefins ( C12-14) Sodium sulfonate, sodium lauryl sulfoacetate and PEG-3 Cocamide magnesium sulfate; Sulfosuccinates, such as dioctyl sodium sulfosuccinate Succinate, Disodium Laureth Sulfosuccinate, Disodium Lauryl Sulfosuccinate and sulfosuccinic acid undecylenamide MEA-disodium; and sulfate esters, For example, alkyl ether sulfates, such as sodium laureth sulfate and ammonium laureth sulfate, Sodium, Magnesium Laureth Sulfate, MIPA Laureth Sulfate, TIPA Laureth Sulfate, Sodium pareth sulfate and C12-13 sodium pareth sulfate, and alkyl sulfate, e.g. For example, sodium lauryl sulfate, ammonium lauryl sulfate and TEA lauryl sulfate.

[0184] Cationic surfactants which can be advantageously used include alkylamines, alkyl These include imidazoles, ethoxylated amines and quaternary surfactants.

[0185] Quaternary surfactants are surfactants that contain at least one aryl group covalently bonded to four alkyl or aryl groups. Contains N atoms, which results in a positive charge regardless of the pH value. Alkyl betaines, Alkylamidopropyl betaine and alkylamidopropyl hydroxysulfane ( The cationic surfactant used is preferably Also preferred are the group of quaternary ammonium compounds, in particular benzyltrialkylammonium chlorides. ammonium or benzyltrialkylammonium bromide, for example benzyldimethylsulfonium chloride Tearyl ammonium, as well as alkyl trialkyl ammonium salts, such as cetearyl chloride. Cetyltrimethylammonium bromide or cetyltrimethylammonium bromide, alkyldichloride Methyl hydroxyethyl ammonium or alkyl dimethyl hydroxyethyl ammonium bromide ammonium, dialkyldimethylammonium chloride or dialkyldimethylammonium bromide ammonium, alkylamidoethyltrimethylammonium ether sulfate, alkylpi pyridinium salts, such as laurylpyridinium chloride or cetylpyridinium chloride, iminopyridinium salts, Dazoline derivatives and compounds of cationic nature, such as amine oxides, e.g. alkyl dimethylamine oxide or alkylaminoethyl dimethylamine oxide Cetyltrimethylammonium salts can be used with particular advantage. do.

[0186] Amphoteric surfactants which can be advantageously used include acyl / dialkylethylene diamines. amines, such as sodium acylamphoacetate, disodium acylamphodipropionate, Disodium alkylamphodiacetate, sodium amphohydroxypropyl acylsulfonate um, disodium acylamphodiacetate and sodium acylamphopropionate;N -Alkylamino acids, e.g. aminopropyl alkylglutamides, alkylaminopropyl ionic acid, sodium alkylimidodipropionate and lauroamphocarboxyglyceryl Nate is one example.

[0187] Nonionic surfactants which can be advantageously used are: alcohols; alkanols Amides, e.g. cocamide MEA / DEA / MIPA, amine oxides, e.g. cocoa amidopropylamine oxide; ethylene oxide of carboxylic acids, glycerol, sorbitan or or other alcohols; ethers, e.g. Ethoxylated / propoxylated alcohols, ethoxylated / propoxylated esters, ethoxylated / propoxylated propoxylated glycerol esters, ethoxylated / propoxylated cholesterol, ethoxy Ethoxylated / Propoxylated Triglyceride Esters, Ethoxylated / Propoxylated Lanolin, Ethoxylated Polysiloxanes, propoxylated POE ethers and alkyl polyglyoxanes Glycosides, such as lauryl glucoside, decyl glucoside and coconut glucoside; glycerol esters and ethers; polyglycerol esters, diglycerol esters, Monoglycerol esters; methylglucose esters; esters of hydroxy acids. can be done.

[0188] Anionic and / or amphoteric surfactants and one or more nonionic surfactants The use of a surfactant in combination with the histamine release inhibitor according to the invention is also advantageous. In preparations containing the agent, at a concentration between 1 and 98% (m / m) based on the dry weight of the preparation It can exist.

[0189] Composition or oat extract or a composition or oat extract according to the present invention The cosmetic or pharmaceutical preparations may also be in a form suitable for topical application, for example as a lotion. tablets, aqueous or aqueous-alcoholic gels, vesicle dispersions, or simple or complex As emulsions (O / W, W / O, O / W / O or W / O / W), liquid, semi-liquid or Solids, e.g. milk, cream, gel, cream-gel, paste or paste They can also be formulated into a medicament, optionally packaged as an aerosol. These compositions may be in the form of a spray or mousse. It is prepared by the method.

[0190] To prepare an emulsion, the oily phase can be advantageously selected from the following group of substances: Oils, mineral waxes; fatty oils, fats, waxes and other natural and synthetic fatty bodies, preferably Preferably, fatty acids and alcohols having low carbon numbers, such as isopropanol, propylene Esters with glycols or glycerol, or with fatty alcohols and low carbon numbers esters of alkanoic or fatty acids having the formula: alkyl benzoates; silicone oils; For example, dimethylpolysiloxane, diethylpolysiloxane, diphenylpolysiloxane and mixed forms thereof. Advantageously, saturated and / or non-saturated cyclic alkyl esters with a chain length of 3 to 30 C atoms. or unsaturated, branched and / or linear alkane carboxylic acids with a chain length of 3 to 30 C atoms Esters with saturated and / or unsaturated, branched and / or straight chain alcohols having aromatic carboxylic acids and saturated and / or unsaturated carboxylic acids with a chain length of 3 to 30 C atoms It is possible to use from the group of esters with cyclic, branched and / or linear alcohols. Preferred ester oils include isopropyl myristate, isopropyl palmitate, Isopropyl stearate, isopropyl oleate, n-butyl stearate, n-Hexyl urate, n-decyl oleate, isooctyl stearate, stearin Isononyl Isononanoate, Isononyl Palmitate, 2-Ethylhexyl Palmitate, 2-Ethyl Hexyl laurate, 2-hexyldecyl stearate, 2-octyldodecyl palmitate oleyl, oleyl oleate, oleyl erucate, erucyl oleate, erucyl erucate As well as synthetic, semi-synthetic and natural mixtures of such esters, e.g., jojoba oil. can be.

[0191] The oil phase may also include branched and straight chain hydrocarbons and waxes, silicone oils, dialkyl ethers, and the like. The group includes esters, saturated or unsaturated, branched or straight chain alcohols, and fatty acid triglycerides. the group including aryls, in particular saturated and unsaturated aryls having a chain length of 8 to 24, in particular 12 to 18, C atoms; and / or triglyceride esters of unsaturated, branched and / or linear alkane carboxylic acids The fatty acid triglycerides may be advantageously selected from synthetic, semi-synthetic and natural oils, such as olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, aloe vera, etc. It may be advantageously selected from the group comprising: mond oil, palm oil, coconut oil, palm kernel oil, etc. Any blend of such oil and wax components may also be used to advantage. In some cases, a wax, e.g., cetyl palmitate, may be used as the only lipid component of the oil phase. It is also advantageous to use 2-ethylhexyl isostearate, octyl Rudodecanol, isotridecyl isononanoate, isoeicosane, 2-ethyl coconut oil fatty acid Hexyl, C12-15 alkyl benzoate, caprylic acid-capric acid triglyceride and and dicaprylyl ether. A mixture of alkyl and 2-ethylhexyl isostearate, C12-15 alkyl benzoate and A mixture of isotridecyl isononanoate and C12-15 alkyl benzoate, isostearyl isononanoate, A mixture of 2-ethylhexyl isononanoate and isotridecyl isononanoate is particularly advantageous. The hydrocarbons paraffin oil, squalane and squalene may also be used advantageously. The oil phase may also advantageously contain or be composed entirely of cyclic or linear silicone oils. However, in addition to one or more silicone oils, the addition of other oil phase components may be used. Cyclomethicone (e.g., decamethylcyclopentasiloxane) is preferably used. However, other silicone oils may be used. oils, such as undecamethylcyclotrisiloxane, polydimethylsiloxane and poly Cyclomethicone and isopropyl (methylphenylsiloxane) can also be used advantageously. A mixture of isotridecyl nonanoate and cyclomethicone and 2-ethyl isostearate Mixtures of xyls are also particularly advantageous.

[0192] of the composition according to the invention or of the preparation containing an oat extract and provided in the form of an emulsion The aqueous phase contains alcohols, diols or polyols with low C numbers, and these esters. ether, preferably ethanol, isopropanol, propylene glycol, glycerol , ethylene glycol, ethylene glycol monoethyl or monobutyl ether, proton Pyrene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol Monomethyl or monoethyl ethers of aryl and similar products, as well as products with low C numbers Alcohols that can be used include ethanol, isopropanol, 1,2-propanediol, It may contain glycerol and in particular one or more thickening agents, the thickening agent being preferably silicon dioxide. the group including cellulose, aluminum silicate, polysaccharides and their derivatives, for example, hyaluronic acid; Xanthan gum, hydroxypropyl methylcellulose, particularly preferably polyacrylate. Polyacrylates from the group comprising acrylates, preferably from the group comprising the so-called Carbopols, e.g. , Carbopol types 980, 981, 1382, 2984, and 5984, respectively. They may be advantageously selected on their own or in combination.

[0193] The composition according to the invention or a composition containing an oat extract and provided in the form of an emulsion is also or an oat extract or a cosmetic or pharmaceutical preparation. Advantageously, it contains one or more emulsifiers commonly used in the art to prepare do.

[0194] The composition according to the present invention or a composition containing an oat extract or an oat extract The cosmetic or pharmaceutical preparation may also comprise a cosmetically or pharma- ceutically acceptable carrier, For example, it may include one of the following commonly used in the art: including but not limited to): lactose, glucose, sucrose, sorbitol, mannitol, Starch, gum acacia, calcium phosphate, alginate, gelatin, calcium silicate , Microcrystalline Cellulose, Polyvinylpyrrolidone, Cellulose, Water, Syrup, Methyl Cellulose, methyl hydroxybenzoate, propyl hydroxybenzoate, talc , magnesium stearate, mineral oil, etc. Cosmetics or pharmaceutical preparations may also contain the above-mentioned components. In addition to the ingredients, they may contain lubricants, wetting agents, sweeteners, flavoring agents, emulsifiers, suspending agents, preservatives, etc. Suitable pharma- ceutically acceptable carriers and preparations can be found in Remington's P The details are described in Harmaceutical Sciences (19th ed., 1995). It is being done.

[0195] Pharmaceutical preparations may be administered orally or parenterally. When administered, the pharmaceutical composition may be administered by intravenous injection, subcutaneous injection, intramuscular injection, intraperitoneal injection, local administration, or the like. The pharmaceutical composition may be administered intravenously, dermally, or nasally.

[0196] The appropriate dose of the pharmaceutical preparation according to the present invention may be determined, for example, depending on the formulation method, age, weight, sex, etc. or disease-related condition, food, time and route of administration, rate of excretion and patient sensitivity. It can be formulated in a variety of ways depending on factors such as:

[0197] The pharmaceutical compositions according to the present invention are provided in unit dosage form for the administration of The method can be more easily carried out by using pharma- ceutically acceptable carriers and / or excipients. The composition may be prepared by using the same or similar compound as described above.

[0198] The present invention will now be described in detail with reference to the following examples, which are not intended to be limiting of the present invention. The invention is not limited by or to the following examples, which are merely illustrative of the invention. This is not to be the case. EXAMPLES

[0199] Examples of the invention are described below. However, the invention is not limited to the detailed examples. This document is not to be construed as constituting a license or a licensed financial instrument. EXAMPLES

[0200] Extraction of milled and unmilled naked oat (Avena nuda) kernels. The plant material is usually ground, crushed or cut into small pieces to make it more complete. Thus, crushed and uncrushed naked oat kernels allow for extraction. The extractions were compared.

[0201] 100 grams of organic naked oat kernels (Salomon variety, Bohlenser Muehle, Germany) was used whole or crushed, 300 g. The mixture was extracted with 50% aqueous ethanol (w / w) at 60°C for 2 h with stirring. The mixture was cooled to room temperature and the kernels were separated from the extract by centrifugation and filtration. The extraction solvent was removed in vacuum using a porator, and the resulting dry extract was weighed to determine the extraction yield. It was decided.

[0202] on an ODS-AQ column (YMC) using an acetonitrile / water / 0.1% formic acid gradient. Quantify Avns in the dried extracts by HPLC at 330 nm and analyze using Megazyme β-glucan was assayed using a β-glucan assay kit (mixed binding) according to the manufacturer's instructions. The amounts of acetylcholine and monomeric glucose were quantified.

[0203] This assay kit is suitable for cereals such as oats, barley, and their derived products, e.g. For example, mixed-linked (1→3, 1→4) β-glucose, which occurs in oat fiber products, malt, and beer, It is specific to can.

[0204] Assay principle: The sample is suspended in a pH 6.5 buffer, hydrated, and then purified The filtrate was then incubated with lichenase enzyme and filtered. An aliquot of the filtrate was then purified. The resulting D-glucose was then hydrolyzed completely using β-glucosidase. Then, the glucose oxidase / peroxidase reagent is used to determine the concentration.

[0205] [Table 2]

[0206] Aqueous ethanolic extracts from whole kernels (not milled) were obtained from milled kernels. The total content of Avns A-C in the obtained extract was 1.9 times higher (5900 ppm vs. 3091 ppm). The results show that the aqueous ethanol from the ground grains contains ethanol. The β-glucan content of the malt extract was 100% higher than that of the β-glucan content in the extract from whole grain (not milled). - 2.4 times higher glucan content than unmilled, whole naked oat kernel extract , much easier, faster and therefore less expensive, to extract the plant material from the extract after extraction. It has the added benefit of allowing separation. EXAMPLES

[0207] Extraction of milled and unmilled oat (Avena sativa) kernels.

[0208] 50 grams of oat kernels (Max variety, grown in Germany), either whole or ground The mixture was crushed and then diluted with 300 grams of 50% aqueous ethanol (w / w) for 2 h at different temperatures. The mixture was cooled to room temperature and the kernels were extracted by centrifugation and filtration. The extraction solvent was removed in vacuum using an evaporator to obtain a dry extract. The extraction yield was determined by weighing the A in the dried extract as described in Example 1. vns was quantified.

[0209] [Table 3]

[0210] For crushed oat kernels, the extraction yield increases with increasing temperature, from 3.5% at 40°C to 4.5% at 40°C. The results show that the total solubility of Avns A-C increases from 5% at 70°C to 4.4% at 70°C. The content increases in parallel from 1880 ppm at 40°C to 2056 ppm at 60°C. , and then decreases to 1894 ppm at 70° C. Therefore, based on the yield and Avn content, Extraction of ground oats at temperatures between 50 and 60°C gives the best results.

[0211] The most suitable temperature for the extraction of uncrushed oat kernels is 60°C, which is higher than that of crushed oat kernels. The dried extract had a 2.0-fold higher Avns A-C content than the extract obtained from wheat kernels. brought about. EXAMPLES

[0212] Avena nuda kernel containing Avns and β-glucan Preparation of extract fractions

[0213] 1000 grams of unmilled organic naked oat kernels (Bohlenser M Ühle and grown in Germany; same batch as used in Example 1) 2000 grams of 50% aqueous ethanol (w / w) was used and stirred at 60°C for 2 hours. The mixture was cooled to room temperature and the kernels were centrifuged and separated from the extract by filtration. The extracted kernels were then washed with another 1500 grams of 50% aqueous ethanol (w / w). Carry out a second extraction with stirring for 2 h at 60 °C, and then centrifuge the extract as described above. The extracts from the two extractions were combined to give 2700 grams. Dry the aliquot by removing the extraction solvent from the 118 gram aliquot using a centrifugal separator. The substance content and extraction yield were determined, resulting in 1.57 grams of dry extract. This corresponded to a dry extract yield of 3.6% by weight.

[0214] Remove the ethanol from the remaining extract using an evaporator under vacuum for 900 The dry matter content of the resulting aqueous extract was determined and 100 grams of the aqueous extract was obtained. Add 1000 grams of water to obtain a 3.0% solution by weight. The pH was adjusted to 3.0 and the precipitate that formed was removed by centrifugation.

[0215] 250 grams of Lewatit® (registered trademark) VP OC1064MD PH resin (Lanxess) was placed in an open glass tube with a diameter of 4 cm. The aqueous extract was poured into a column, and the solution was allowed to flow at a rate induced by gravity. The column was then washed with 300 grams of water and the resin was removed by vacuum or Excess water was removed by blowing nitrogen through the flask. Then, 600 grams of ethanol were added. The adsorbed extract components were eluted from the resin using a gel.

[0216] The filtrate and wash water were combined and lyophilized to obtain 20 grams of dry water fraction. This corresponded to a yield of 2.0% by weight based on oat kernels.

[0217] The ethanol was removed from the ethanolic eluate by vacuum to give 7.5 grams of dry ethanol. A 100% yield of oat kernels was obtained, corresponding to a yield of 0.8% by weight based on oat kernels. .

[0218] The dried extract fractions were characterized as described in Example 1.

[0219] [Table 4]

[0220] The dried ethanol eluate fraction was 5.4 times higher than the dried aqueous ethanol extract. Contains higher Avns content (total Avns A~C content 22239ppm vs. 4134ppm). The results show that it does.

[0221] Surprisingly, the dried ethanol eluate fraction also showed that β-glucan was water soluble. As a result, the β-glucan content was 2.7 times higher than that of the dried aqueous ethanol extract. The total Avns A-C content is 2.2 times higher than that of the filtered water fraction. % by weight (22239 ppm) and a β-glucan content of 2.8% by weight. Interestingly, the ethanol eluate fractions were enriched with both substance classes in the same extract fraction. also contain very similar contents.

[0222] The dried aqueous ethanolic extract and the dried ethanol eluate fractions were also their cation and anion content by ion chromatography, and Free amino acids were analyzed by HPLC using post-column ninhydrin derivatization. I did.

[0223] [Table 5]

[0224] As can be seen from the determined cations and anions (total 0.24% vs. 5.40%) In addition, the salt content in the dried ethanol eluate fraction was significantly higher than that in the dried aqueous ethanol extract. The results show that the salt content is much lower than that of the control.

[0225] This has two advantages: on the one hand, oil-in-water (o / w) emulsions are used in commercial personal care products; This is the most popular type of emulsion. In such emulsions, the external phase is aqueous, The internal phase contains water and water-soluble components, while the internal phase contains oil and oil-soluble components. Ionized materials (cations and anions) can destabilize the emulsion interface. Adding to an emulsified material destabilizes the emulsion and allows the materials therein to be separated or purified. This is a common strategy used in water treatment plants to reduce salt content. Lowering the concentration of EDTA can be considered beneficial for emulsion stability.

[0226] On the other hand, metal ions can cause the degradation of ingredients used in personal care products, for example. Because they can catalyze, they have a major impact on chemical processes and the performance of many products. Therefore, the reduction of the metal cation content has a strong effect on the product and This may be considered beneficial for component stability.

[0227] The dried ethanol eluate fraction was 4 times smaller than the dried aqueous ethanol extract. Results also show that it contains less total free amino acids (2.44 vs. 0.60%) Interestingly, however, the dried ethanol eluate fraction was significantly higher than the dried aqueous ethanol eluate fraction. Contains 3.8 times more phenylalanine and 4.3 times more tryptophan than ethanol extract. Contains EXAMPLES

[0228] ABTS assay

[0229] Avns and β-glucans are known to exhibit antioxidant efficacy, therefore ABT Radical scavenging of the extract and extract fraction obtained in Example 3 using the S assay The activity was determined.

[0230] The antioxidant capacity of the test substances was measured with the help of ABTS assay. -Bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) with potassium persulfate The blue-green radical cation ABTS·+ was converted by the antioxidant (test substance ) is added to reduce the radical cation, resulting in a color change, which can be measured photometrically at 734 nm. It was decided.

number

[0231] The IC50 was calculated from the inhibition [%] of radical formation in a series of dilutions of the test sample. is the concentration at which radical formation is inhibited by 50%. The results are shown in Table 6.

[0232] [Table 6]

[0233] Comparison of IC50 values ​​shows that the dried ethanol eluate fractions were It was 5.7 times more active than the extract and 9.1 times more active than the dried filtered water fraction. is doing. EXAMPLES

[0234] Avena nuda kernel containing Avns and β-glucan Preparation of extract fractions - pH 3.0 vs. unadjusted pH

[0235] 501 grams of unmilled organic naked oat kernels (Salomon variety, Bo purchased from Hlenser Muehle and grown in Germany; used in examples 1 or 3 (a different batch from the one used) was prepared using 800 grams of 50% aqueous ethanol (w / w). The mixture was extracted at 60° C. for 2 hours with stirring, and then extracted twice as described in Example 3. The extracts from the two extractions were combined to give 1070 grams. Dry matter content by removing the extraction solvent by vacuum from a 115 g aliquot The extraction yield was determined, resulting in 1.54 grams of dry extract. corresponds to a dry extract yield of 2.9 wt.%.

[0236] The remaining extract was divided into two portions. The first portion contained: (A) Ethanol was removed from 485 g of extract by vacuum using an evaporator. (6.5 grams of dry extract) to obtain 130 grams, which was diluted by adding water. The extract was diluted to 500 grams (1.3% by weight dry matter). The pH value was then adjusted to The pH was adjusted to 3.0 by means of hydrochloric acid.

[0237] 250 grams of Lewatit® (registered trademark) VP OC1064MD PH resin (Lanxess) was placed in a 4 cm diameter glass column. The solution was filled into a container and the pH-adjusted aqueous extract was poured into it. The filtrate was reloaded onto the column twice. The column was then loaded with 200 grams of of water and excess water is removed by vacuum or by blowing nitrogen through the resin. The adsorbed extractive components were then removed from the resin using 600 grams of ethanol. Elution was carried out.

[0238] The filtrate and wash water were combined and lyophilized to obtain 4.0 grams of dry water fraction. This corresponded to a yield of 1.8% by weight based on oat kernels.

[0239] The ethanol was removed from the ethanolic eluate by vacuum to give 2.1 grams of dry ethanol. This corresponds to a yield of 1.0% by weight based on oat kernels. Ta.

[0240] In the second part: (B) Another 485 grams of extract (6.5 grams of dry extract) was added to the mixture described in (A). The extract was treated as follows to obtain 500 grams of aqueous extract (1.3% by weight dry matter). The pH value of the solution was 6.4 and was not adjusted.

[0241] 250 grams of Lewatit® (registered trademark) VP OC1064MD PH resin (Lanxess) was placed in a 4 cm diameter glass column. The column was filled with 100 ml of water and the aqueous extract was poured into it without pH adjustment. The adsorption and elution were recorded in (A). was carried out as described.

[0242] The filtrate and wash water were combined and lyophilized to obtain 4.4 grams of dry water fraction. This corresponds to a yield of 2.0% by weight based on oat kernels.

[0243] The ethanol was removed from the ethanolic eluate by vacuum to give 2.0 grams of dry ethanol. A 100% yield of oat kernels was obtained, corresponding to a yield of 0.9% by weight based on oat kernels. .

[0244] The dried extract and ethanol eluate fractions were characterized as described above. The results are summarized in Table 7.

[0245] [Table 7]

[0246] Both dried ethanol eluate fractions showed significantly higher solubility than the dried aqueous ethanol extract. The results show that the higher Avns content was obtained by the aqueous extraction without pH adjustment. The dried ethanol eluate fraction from the aqueous extract having a pH of 3 The dried ethanol eluate fractions had 3.1-fold and 2.7-fold higher Avns A, respectively. ~C total content (10544 and 9146 ppm vs. 3363 ppm).

[0247] However, the dried ethanol eluate fractions obtained from the aqueous extracts without pH adjustment showed a pH Compared to the one adjusted to 3, the total content of Avns A to C was 20% (1.2 times) higher. Contains (10,544 vs. 9,146 ppm).

[0248] Surprisingly, the dried ethanol eluate fraction also contained β-glucan as a water-soluble product. , 1.9-fold (A) and 1.8-fold (B) higher β- Contains glucan content.

[0249] Avns A~C total content 1.05% by weight (10544ppm), β-glucan content The dried ethanol extract obtained without pH adjustment from the aqueous extract had 2.21 wt.% Interestingly, the substance fraction (A) was obtained by separating both substance classes from the dried extract obtained at pH 3.0. It contains a similar amount of ethanol to the ethanol eluate fraction (B).

[0250] In addition to the above experiments, a solution containing approximately 500 parts per million of Avns A to C was prepared. Two grams of 1,3-propanediol were extracted from (A) and (B). In addition to the 109 milligrams of dried ethanol eluate fraction obtained, a reddish-brownish A solution is obtained, which is easy to use and handle, for example in cosmetic preparations.

[0251] The ABTS assay described in Example 4 was used to determine the concentration of ethanol in the two samples. The antioxidant capacity of the ethanol eluate fractions was determined, and the results are shown in Table 8.

[0252] [Table 8]

[0253] Comparison of IC50 values ​​showed that both dried ethanol eluate fractions had similar antioxidant capacity. It has been shown to show. EXAMPLES

[0254] Avena nuda kernel containing Avns and β-glucan Preparation of extract fractions - Whole grain (unmilled) and milled grain (no pH adjustment) Compare the extracts from

[0255] 1200 grams of 50% aqueous ethanol (w / w) was used and stirred at 60° C. for 2 hours. 500 grams of unmilled organic naked oat kernels (Bohlenser purchased from Muehle and cultivated in Germany; A batch of 1000 sucrose (different batch from the previous batch) was extracted and extracted twice as described in Example 3. The yield was determined as described in Example 5. This resulted in an extraction yield of 2.8 wt. %.

[0256] The ethanol was removed from the aqueous ethanolic extract and additional water was added to prepare the extract described in Example 5. As described above, an aqueous extract was obtained with a dry matter content of approximately 1% by weight.

[0257] 250 grams of Lewatit® (registered trademark) VP OC1064MD PH resin (LANXESS) was placed in a 4 cm diameter glass column. The solution was filled into a 100 ml flask and the aqueous extract (whose pH value was not adjusted) was poured into it. The filtrate was passed through the column at a flow rate of 1 ml / min. The filtrate was then passed through the column twice. and ethanol elution was carried out as described in Example 5.

[0258] The yields of filtrate and ethanol extracts based on oat kernels were determined by drying. They were found to be 2.0 and 0.7 wt.%, respectively.

[0259] The entire process was repeated with crushed kernels: Extraction of whole kernels (not crushed) 0.6 grams of dried ethanol eluate from the sample was stirred at 30° C. for 49 h. gram of glycerol in a 1:1 (wt / wt) mixture of water. The s content was determined by HPLC.

[0260] The dried extract, dried extract fraction and glycerol / water solution were prepared as described above. The results are summarized in Table 9.

[0261] [Table 9]

[0262] The adsorption step, when carried out on extracts obtained using crushed grains, was The results clearly show that the expected enrichment of neither s- nor β-glucan was obtained. The components from the inner part of the oat kernel that are released prevent adsorption, and thus fractionation and A Prevents vns enrichment.

[0263] The dried ethanol extract fraction from the whole grain (not milled) extract was Similarly, the total content of Avns A-C was 3.1 times higher (8311 ppm vs. 2722 ppm). m), 3.1-fold higher Avn L content (792 ppm vs. 256 ppm) and 2.2-fold higher It contains lower β-glucan content (2.08 vs. 0.96%). EXAMPLES

[0264] Scaling up

[0265] A mixture of 860 kg of ethanol (96.5% by volume) and 800 kg of water was used. 500 kg (kilograms) of unmilled organic naked oat kernels (Oliver Seeds, purchased from Bohlenser Muehle and cultivated in Germany; Examples 1, 3, 5 (or a different batch than that used in 6) was extracted at 55-60°C for 2 hours. After separation of the liquid, the extraction of the extracted oat kernels was repeated using equal amounts of ethanol and water. After separation of the extract from the extracted grains, the two extracts were combined and an aliquot was dried. The extraction yield was determined as described in Example 5 by subjecting the mixture to ethanol extraction and found to be 2. It was found to be 6% by weight.

[0266] Ethanol was removed from the aqueous ethanolic extract by vacuum distillation and additional water was added. An aqueous extract was obtained with a dry matter content of approximately 0.5-1.0% by weight.

[0267] Lewatit® VP OC1064MD PH resin (Lanxess) The aqueous extract obtained (with unadjusted pH value) was poured into a packed 20 liter steel column. The solution was then poured into a colander at a flow rate of 10–5 l / min. The remaining water was then removed by vacuum or by blowing nitrogen through the column. The column was then washed with 140 kg of ethanol (96.5% by volume) and the column was washed with 100 mL of ethanol. The adsorbed extract components were eluted.

[0268] Yield of ethanol eluate based on oat kernels by drying aliquots was determined and the yield was found to be 0.2% by weight.

[0269] An acetonitrile / water / 0.1% formic acid gradient was used to separate the eluates on an ODS-AQ column (YMC) ( The dried ethanol was then placed on the AmazonSL ion trap in positive and negative ion modes. The nol eluate was analyzed for Avn by HPLC-DAD-MS measurement. These are summarized in Table 10.

[0270] The HPLC chromatogram of the dried ethanol eluate at 300–360 nm is shown in Fig. 3. As shown in.

[0271] [Table 10-1] [Table 10-2]

[0272] Glycerol and water are common cosmetic solvents, so glycerol and water were mixed with ethanol. Adding the ethanol directly to the elution solution and then removing the ethanol is a simple and time-saving procedure. A method for the preparation of a glycerol / water based solution with no enzyme activity and low energy consumption.

[0273] Glycerol 99.5% and water were added to the ethanol elution solution, and the ethanol was distilled under vacuum. Potassium sorbate was then added and the mixture was diluted with water for preservation purposes. The mixture was adjusted to a pH between 4.5 and 3.5 by means of lactic acid. 1% ethylhexyl ether in a mixture of 0.8% by weight glycerol and 0.2% by weight potassium sorbate Finally, the solution was filtered on a filter plate to obtain a clear to slightly A slightly cloudy liquid was obtained, which makes it easy to formulate in general cosmetic preparations. , resulting in a cosmetically acceptable product that is easy to use.

[0274] The dried extract, dried ethanol eluate fraction and glycerol / water solution were The results are summarized in Table 11.

[0275] [Table 11]

[0276] When run on a production scale, the Avns A-C content is only 1614 ppm. As can be seen, even though the oats used contained relatively low amounts of Avns, The adsorption step converted Avns to Avns A–C at 160–20 parts per million as expected. The results clearly show that the chromosomes were enriched for

[0277] The β-glucan content was also enriched in this case, with comparable contents after the adsorption step. Extraction fraction containing Avns (1.60% by weight) and β-glucan (1.65% by weight) minutes were generated.

[0278] Using 250 kg different batches of naked oat kernels from the same manufacturer, The process was repeated, maintaining the ratio of grain to extraction solvent, as described above. , the ratio of glycerol and water to the dry matter content of Avns in the ethanol eluate fractions By adjusting the amount, it is possible to obtain an efflux containing Avns A to C in a total of 100 to 120 parts per million. A glycerol / water based solution of the ethanol eluate fraction was prepared. The results of the two extractions are shown below. The comparison is shown in Table 12.

[0279] [Table 12]

[0280] As can be seen from the above results, the enrichment of Avns obtained in the adsorption step was observed at low and high A Efficacy in oat kernel extracts with both vns A-C contents (1614 vs. 5758 ppm) This is achieved objectively.

[0281] Mineral content was assessed by IC for the dried extract and dried ethanol eluate fractions. The results are shown in Table 13.

[0282] [Table 13]

[0283] These results are consistent with those given in Example 3. Salt reduces emulsion stability. It is known that cations are known to catalyze oxidation reactions, and therefore the observed mineral The reduction of RAL (cations and anions) is particularly beneficial for preparative applications. EXAMPLES

[0284] Embryonic acid with 1,2-pentanediol and enriched Avn and β-glucan Liquid solution of extract fraction

[0285] Dry matter content 0.75% by weight and Avns A-C content in dry matter 16020p 100 grams of oat ethanol obtained as described in Example 7 having a pH of 1.5. An aliquot of the eluate was diluted with 50 grams of 99.5% glycerol, 5 grams of 1,2-pentaerythritol, and 100% glycerol. Mix with 100g of tetrahydrofuran (Hydrolite-5, Symrise) and 30g of water. The ethanol was removed by vacuum and water was added to the resulting solution to obtain 100 grams. The solution was filtered on a filter plate to obtain a slightly enriched solution of Avns and β-glucan. The resulting oat extract fraction was a slightly cloudy, yellow-brown liquid with a concentration of Avns A-C of 10%. 5ppm (15 parts per million Avn C, 43 parts per million Avn A, 47 parts per million Avn n B), and was characterized by an Avn L content of 7 ppm and 0.02% β-glucan. EXAMPLES

[0286] Stability study of liquid oat extract fraction solutions containing different Avn

[0287] Enzyme obtained by membrane filtration (thus removing β-glucan; supplied by Ceapro) The total content of Avns A to C was equivalent to that of glycerol / water-based solutions of barley extract fractions. The glycerol content and β-glucan content of the ethanol eluate fractions obtained in Examples 7 and 8 were The oxidative and light stability of the roll / water based solutions was evaluated.

[0288] The liquid was exposed to 5 bar oxygen at 70°C for 24 hours using an Oxipress device. or a Xenotest 440 device (60 W, 1294 kJ / m 2 , wavelength 300 The mixture was irradiated for 6 hours using a 50 nm UV-IR (~400 nm) UV-IR spectrophotometer.

[0289] Before and after treatment, the content of Avns was determined by HPLC and the color was measured colorimetrically ( Hach Lange Lico690 device).

[0290] [Table 14]

[0291] The cation-containing, Avns- and β-glucan-enriched soluble soluble β-glucan derivatives obtained according to Example 7 were The oat extract fraction with reduced content was subjected to oxidative degradation using Av purchased from Ceapro. The results clearly show that it is more stable than the n-enriched product, which is The process removes antioxidant β-glucan from the Avn-enriched product purchased from Ceapro. This is because the oxidative decomposition catalyst cations are removed, whereas the oxidative decomposition catalyst cations are not removed. This is particularly visible in mass and discoloration.

[0292] As can be seen from the Lab colour values ​​shown in Table 15, The glycerol / water based solution of hand oat also has a darker color.

[0293] [Table 15]

[0294] Oats with enriched Avns and β-glucans as obtained according to Example 7 The extract fraction also removed β-glucan and removed cations, which are protective against light-induced degradation. The results showed that it was slightly more stable than the Avn-enriched product purchased from Ceapro. This is particularly observable in the Avn C content. EXAMPLES

[0295] Spray dried oat extract fraction

[0296] Dry matter content 0.75% by weight and Avns A-C content in dry matter 16020p 220 grams of oat ethanol obtained as described in Example 7 having a pH of 1.5. To an aliquot of the eluate was added 440 grams of water. Then, 198 grams of corn-derived cellulose was added. Maltodextrin DE17-20 was dissolved in aqueous ethanol solution to produce a slightly cloudy solution. A homogeneous yellowish solution was obtained, which was then spray-dried to give the product shown in FIG. The 160g sample had a particle size distribution (Mastersizer 2000, Malvern). In Figure 1, 10% of the particles have a diameter of d(0.1) = 2.868 μm. 50% of the particles have d(0.5) = 8.518 μm, and 90% have d(0.9 ) = 18.294 μm, and the specific surface area is 1.34 m 2 / g.

[0297] The same experiment was repeated using maltodextrin DE8 from corn, and the results are shown in Figure 2. The particle size distribution of 160 mm was measured (Mastersizer 2000, Malvern). grams of white powder. In Figure 2, 10% of the particles have a diameter of d(0.1) = 4.440 μm , 50% of the particles have d(0.5) = 11.022 μm, and 90% of the particles have d(0 .9) = 22.736 μm, and the specific surface area is 0.96 m 2 / g.

[0298] [Table 16]

[0299] Using the same drying technique, an oat ethanol fraction concentrated powder was prepared: 1200 g of Maltodextrin DE 17-20 was dissolved in 1500g of water. The clear solution contained 802 ppm Avn C, 1429 ppm Avn A, 2203 ppm Avn B (total Avn A-C = 4434 ppm) and Avn L = 202 ppm. Oat extracts in ethanol / water 1:1 (w / w) obtained using the method described in 300 g of a 10 wt % solution of the ethanol eluate was added under stirring. However, the homogeneous brownish solution was spray dried to give 196 ppm Avn C, 36 0ppm Avn A, 562ppm Avn B (total Avns A~C=1118ppm pm) and 63 ppm Avn L, with color values ​​of L*=91.60, a*=-0. 12, 970 g of a light beige powder characterized by b*=11.36 was obtained.

[0300] Spray-dried solid powders or granules have the advantage of being easy to handle and administer. Spray drying requires only a very short exposure to high temperatures (less than 1 minute) is a very gentle drying technique, which makes spray drying ideal for sensitive ingredients. It is also a relatively cheap technique, hence low amounts of dry matter and low viscosity. It is also possible to dry solutions having the above properties. Spray drying is a well-established drying technique and is commercially are available on a large scale, which allows the excipients that affect the product parameters, e.g. , dextrin or cyclodextrin, other modified starches or gum arabic It is also possible.

[0301] The particle size can also be varied according to the respective needs and requirements, e.g. by spray bed drying techniques. to produce smaller particles (0.07 It can accommodate particles from around 0.5 mm to larger particles (up to around 0.4 mm). allows for the preparation of a free-flowing, almost dust-free powder. EXAMPLES

[0302] Stability of spray-dried oat extract fractions enriched in Avns and β-glucans sex

[0303] Spray-dried enriched with Avns and β-glucan as obtained in Example 10 The oxidative and photostability of the oat extract fractions were evaluated using the Oxipress device. by exposing them to 5 bar oxygen at 60°C for 72 hours using otest440 device (60W, 1294kJ / m 2 , wavelength 300~400nm) These were then irradiated for 6 hours and evaluated.

[0304] Before and after treatment, the content of Avns was determined by HPLC and the color was measured colorimetrically. Ta.

[0305] [Table 17]

[0306] Spray enriched with Avns and β-glucan as obtained according to Example 10 The dried oat extract fraction showed no change in color, with the Avns content remaining unchanged. The results clearly show that the compound is completely stable against oxidative degradation since it is not contaminated.

[0307] [Table 18]

[0308] A spray-coated sample enriched in Avns and β-glucan as obtained according to Example 10. - The dried oat extract fraction showed no change in color and the Avns content was not affected. The results clearly show that the compound is completely stable against light exposure since it has not been subjected to any chemical modification.

[0309] Ethanolate spray-dried on maltodextrin DE8 obtained according to Example 10 For the eluates, similar results were obtained for oxidation and light exposure. This indicates that the DE value of lutodextrin does not affect stability. EXAMPLES

[0310] Extraction of Avena sativa kernels containing Avns and β-glucan. Preparation of output fractions - pH 3.0 vs. unadjusted pH

[0311] In the first and second extractions, 1800 and 1200 grams of 50% aqueous ethanol were added. Each solution was stirred at 60° C. for 2 hours using 950 mL of 100 mL of 100% ethanol (w / w). grams of unmilled organic oat kernels (Nordlicht Naturkost (obtained from Brunei Darussalam, Germany and cultivated in Germany) was extracted twice as described in Example 3. The extraction yield was determined as described in, which resulted in an extraction yield of 2.2 wt.%. It was.

[0312] The remaining 1920 grams of extract was divided into two portions. The first portion contained: (A) Ethanol was removed from 990 grams of extract by vacuum using an evaporator. (9.4 grams of dry extract) was diluted by adding water to obtain 400 grams. The pH value was then adjusted to 0.25 to 0.5. , adjusted to 3.0 by means of hydrochloric acid.

[0313] 250 grams of Lewatit® (registered trademark) VP OC1064MD PH resin (Lanxess) was placed in a 4 cm diameter glass column. The solution was filled into a container and the pH-adjusted aqueous extract was poured into it. The filtrate was then passed through the column. The filtrate was then passed through the column again for two times. The column was then washed with 300 g of The resin is washed with water from the ram and the excess water is removed by vacuum or by blowing nitrogen through the resin. The adsorbed extractive components were then removed using 600 grams of ethanol. was eluted from

[0314] The filtrate and wash water were combined and lyophilized to obtain 4.5 grams of dry water fraction. This corresponded to a yield of 1.1% by weight based on oat kernels.

[0315] The ethanol was removed from the ethanolic eluate by vacuum to give 3.0 grams of dry ethanol. A 100% yield was obtained, corresponding to a yield of 0.7% by weight based on oat kernels. .

[0316] In the second part: (B) Another 930 grams of extract (8.8 grams of dry extract) was added to the flask as described in (A). The extract was treated as described above to obtain 800 grams of aqueous extract (1.1% by weight dry matter). The pH value of the solution was not adjusted.

[0317] 250 grams of Lewatit® (registered trademark) VP OC1064MD PH resin (Lanxess) was placed in a 4 cm diameter glass column. The column was filled with 100 ml of 10 ... The study was carried out as described above.

[0318] The filtrate and wash water were combined and freeze-dried to obtain 6.3 grams of dry water fraction. This corresponds to a yield of 1.6% by weight based on oat kernels.

[0319] The ethanol was removed from the ethanolic eluate by vacuum to give 2.1 grams of dry ethanol. This corresponds to a yield of 0.5% by weight based on oat kernels. I did.

[0320] The dried extract and fractions were characterized as described above. The results are shown in Table 19. It is summarized.

[0321] [Table 19]

[0322] Both dried ethanol eluate fractions were compared to the dried aqueous ethanol extract. The results show that the aqueous extract without pH adjustment shows a higher Avns content. The dried ethanol eluate fraction obtained from the elution contained 3.8-fold higher total Avns A–C content. The dried ethanol eluate fraction from the aqueous extract adjusted to pH 3 had a pH of 3.0. 2x higher Avns A-C total content (5294 and 4189 ppm vs. 1385 ppm) Contains.

[0323] However, the dried ethanol eluate fractions obtained from the aqueous extracts without pH adjustment showed a pH 26% (1.26 times) higher total Avns A-C content compared to aqueous extract adjusted to 3 (5294 vs 4189 ppm).

[0324] Surprisingly, the dried ethanol eluate fraction (A) also contained water-soluble β-glucan. Even if there was, the β-glucan content was 2.2 times higher than that of the dried aqueous ethanol extract. Contains: EXAMPLES

[0325] Extraction of unground naked oat (Avena sativa L.) with different extraction solvents (extractants) uda) Extraction of grain

[0326] 100 g naked oat kernels (purchased from Bohlenser Muehle, Germany) Oliver) with 300 g of the extractant given in the table below (w / w) and extracted at 55°C for 2 hours under stirring. The mixture was cooled to room temperature and centrifuged and filtered. The kernels were separated from the extraction liquid by using the second portion of 300 g of extraction agent. The mixture was extracted again at 55°C for 2 hours and the extract was separated from the kernels as described above. The two extracts were combined and the extraction solvent was removed under vacuum using an evaporator. The extract was removed and the resulting dry extract was weighed to determine the extraction yield. Next, Avns were quantified in the dried extracts.

[0327] [Table 20]

[0328] Extraction with water alone yielded low Avns content and undetectable β-glucan. The results clearly show that no suitable extracts can be obtained using a mixture of organic solvents and water. All the extracts obtained were suitable because they contained both Avns and β-glucan. , and therefore, they are fractionated by an adsorption step as previously described in the Examples. This is generally appropriate. The extract yield is between 2.2 and 3.7%. β-glucan between .25 and 2.73% and Avns between 752 and 4348 ppm It contained the sum of A to C. EXAMPLES

[0329] The oat extract according to the present invention (Example 7) and the oat extract according to WO2004 / 047833A1 Comparison of Tapir Extracts:

[0330] Oats cultivated as described in Example 3 of WO2004 / 047833A1 Extraction of anthranilamide-containing extracts from straw (Avena sativa) Out:

[0331] 143 kg of ethanol / water 7:3 (v / v) was added to 9 kg of cultivated oat straw. The mixture is macerated at room temperature for 3 days. After filtration, the extract is concentrated under vacuum to the aqueous phase (17. 4kg, solid content: 2.5%; avenanthramides A, B and C in dry extract Total: 0.093%).

[0332] The aqueous solution was stirred with Amberlite XAD-16 (270 g). Extract in portions (2 kg). Separate the adsorption resin through a frit, wash with water and The mixture is eluted with 1:1 alcohol / water (v / v). The combined eluates are stripped of solvent under vacuum. Dry extract: 8.5g; Sum of avenanthramides A, B and C: 1.2%.

[0333] The dried extract was dissolved in ethanol / water 1:1 (v:v) and diluted with ethanol / water 1: Upon dilution at 1 (v / v), the avenanthramide content, i.e., total avenanthramide A , B and C are adjusted to 500 ppm.

[0334] As described in the literature, oat straw also contains β-glucan: Hager Rom 2006, Hagers Handbuch der Drogen und Arzn eistoffe:Avenae stramentum(oat straw):Ingredients:Carbohydrate Compounds, β-glucan [8], cellulose, xylan and oligosaccharides kestose, neokestose Toscos, bifulcose, neo-bifulcose; [7] avenalin

[53] , pectin 0.8 %

[17] or D. M. Gibeaut et al., Plant Physiol., 1990 94, pp. 411-416: Oats, and thus also oat straw. pulvinus of leaf-sheath [= base of leaf or leaf-like part of plant that promotes growth-independent actions It contains beta-glucan found in the lining of the skin (Wikipedia).

[0335] [Table 21] Process according to Example 7 (76.4% vs. Example 3 in WO2004 / 047833) 25.2% in the process by The comparison clearly shows that the recovery of nanthramide is much more efficient.

[0336] For Avns, ODS-AQ column (YMC) (in positive and negative ion modes) Acetonitrile / water / 0.1% formic acid on a Bruker Esquire ion trap Using a gradient, drying of oat straw extract according to WO2004 / 047833A1 The eluate from the methanol / water 1:1 (v / v) mixture was analyzed by HPLC-DAD-MS. The results are summarized in Table 22.

[0337] HPL of the dried methanol / water 1:1 (v / v) eluate at 328–332 nm The C chromatogram is shown in Figure 4. [Table 22] EXAMPLES

[0338] Avenanthramide, β-glucan and salt contents in oat extract fractions

[0339] [Table 23]

[0340] The binding of at least one avenanthramide or all avenanthramides to β-glucan The weight ratio is in the range of 0.25:1 to 4:1, more preferably in the range of 0.3:1 to 3:1. do.

[0341] [Table 24]

[0342] The salt content in the oat extract is less than 1% by weight, in particular less than 0.5% by weight. EXAMPLES

[0343] Formulation examples

[0344] In Formulation Examples 1 to 11, the following two perfume oils PFO1 and PFO2 were used as perfumes. (DPG = dipropylene glycol).

[0345] [Table 25]

[0346]

Table 26

[0347]

Table 27-1

Table 27-2

Table 27-3

Table 27-4

Table 27-5

Table 27-6

Table 27-7

Table 27-8

Table 27-9

Table 27-10

Table 27-11

Table 27-12

[0348]

Table 28

[0349]

Table 29

[0350]

Table 30

[0351]

Table 31

[0352]

Table 32

[0353]

Table 33

Claims

1. 1. A method for preparing an oat extract comprising the steps of: (1) providing an oat source; (2) extracting the oat source using at least one aqueous extraction solvent (extractant) comprising water and an organic solvent at a temperature of 30-80° C. to obtain an extraction mixture or suspension; (3) removing the extracted insoluble oat source from the extraction mixture or suspension to obtain an aqueous extract; (4) removing the organic solvent from the aqueous extract to obtain an aqueous extract; (5) preparing and conditioning the adsorbent and providing the adsorbent in an adsorption device; (6) passing the aqueous extract through an adsorbent in an adsorption device to adsorb components of the aqueous extract; (7) Eluting the adsorbed components of the aqueous extract from the adsorbent using at least one elution solvent to obtain an eluate.

5. A method comprising the steps of:

2. Further steps: (8) Removing the dissolution solvent from the eluate to obtain an oat extract. The method of claim 1 , comprising:

3. Between steps (6) and (7), (i) washing the adsorbent in the adsorption device with water to obtain wash water; and (ii) Removing excess water in the adsorber 3. A method for preparing the oat extract of claim 1 or 2, further comprising:

4. 4. The method according to any one of claims 1 to 3, wherein the selected oat source is ground or unground grain or oat straw of the species Avena sativa or Avena nuda.

5. 5. The method according to any one of claims 1 to 4, wherein the at least one aqueous extraction solvent is selected from the group consisting of mixtures of water and organic solvents suitable for foodstuffs or cosmetic or pharmaceutical preparations.

6. 6. The method according to any one of claims 1 to 5, wherein the extraction step is carried out at a temperature in the range of 40 to 70°C.

7. 7. The method of any one of claims 1 to 6, wherein the adsorbent is selected from the group consisting of crosslinked polystyrene, ethylvinylbenzene and divinylbenzene, vinylpyrrolidone and divinylbenzene, vinylpyridine and divinylbenzene, copolymers of styrene and divinylbenzene, acrylic acid, copolymers of divinylbenzene and aliphatic dienes, polycyclic aromatics, polystyrene, poly(meth)acrylates, polypropylene, polyesters and polytetrafluoroethylene.

8. 8. The method according to any one of claims 1 to 7, wherein the at least one dissolution medium is selected from the group consisting of organic solvents suitable for foodstuffs or cosmetic or pharmaceutical preparations, the organic solvent being selected from the group consisting of methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, t-butanol, acetone or any mixtures thereof, i.e. combinations, or each in a mixture with water.

9. 9. The method of any one of claims 1 to 8, wherein the oat extract comprises 1.0 to 3.3% by weight of β-glucan, based on the dry weight of the oat extract.

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