303 results about "Hydroxytyrosol" patented technology

Compositions comprising hydroxytyrosol-containing formulations and treatment regiments comprising hydroxytyrosol and / or oleuropein and chemotherapeutic agents are disclosed. Compositions and / or regiments may optionally include the administration of vitamins, minerals, and anti-oxidants. Methods for using these compositions and treatment regimens for treating subjects for diseases, such as a malignancy, and for inducing or enhancing angiogenesis, treating or preventing oxidative stress, for treating or preventing high glucose-induced dysfunction, treating or preventing chemotherapy-induced dysfunction, and for improving cell viability are provided. Various methods for use of the hydroxytyrosol compositions for inhibition of lysine specific demethylase 1 (LSD1) in various cancers are also provided.

The invention discloses recombinant escherichia coli using glucose for producing hydroxytyrosol as well as a building method and application. The method comprises the following steps that SEQ ID NO.1 and 2 are used as primers; the escherichia coli BW25113 genome DNA (deoxyribonucleic acid) is used as a template; HpaBC gene PCR (polymerase chain reaction) augmentation is carried out; vectors pTrcHisB are connected; middle plasmids are obtained; the middle plasmids are used as templates; the SEQ ID NO.3 and 2 are used as primers; PCR augmentation is carried out, and plasmids pTrcHisB-ARO10 are connected; expression vectors pTrcHisB-ARO10-HpaBC are obtained; in addition, the vectors and the plasmids pBb3 are simultaneously transferred into escherichia coli strains BMGA to obtain the recombinant escherichia coli. The recombinant escherichia coli contains ARO10 genes from saccharomyces cerevisiae, and HpaBC genes from the escherichia coli endogenesis. The yield of the hydroxytyrosol can be obviously improved.

A synergistic flame retardant composition comprising a phenolic compound comprising condensed tannin, hydrolysable tannin, lignin, cardanol, quercetin, catechin, epicatechin, anthocyanidin, catechol, dopamine, hydroxytyrosol, adrenaline, 4-hydroxyphenylacetic acid, gallic acid, digallic acid, methyl gallate, ellagic acid, phloroglucinol, hexahydroxydiphenic acid, luteic acid, casuarictin, or a combination thereof; and a phosphorus-containing compound comprising a C5-7 carbocyclic polyol substituted with at least one phosphate group.

The invention relates to a yeast for producing tyrosine and hydroxytyrosine and a construction method, and belongs to the technical field of preparation of organic compounds. The construction method comprises the following steps of introducing the sequences PcAAS and ADH into the yeast BY4741, so as to obtain the recombinant yeast PcAAS-ADH for producing the tyrosine; introducing a pdc1 gene knockoff cassette and a tyrA expression cassette into the recombinant yeast PcAAS-ADH, so as to obtain the recombinant yeast PcAAS-ADH-deltapdc1-tyrA for producing the tyrosine; introducing the DNA (deoxyribonucleic acid) sequence of HpaBC into the recombinant yeast PcAAS-ADH-deltapdc1-tyrA, so as to obtain the recombinant yeast PcAAS-ADH-HpaBC-deltapdc1-tyrA for producing the hydroxytyrosine. The tyrosine or hydroxytyrosine biological synthesis route is constructed in the yeast BY4741, so that the output of the tyrosine or hydroxytyrosine is increased.

The invention belongs to the technical field of medicament synthesis, and in particular relates to a chemical synthetic method of hydroxytyrosol. The chemical synthetic method comprises the steps of (1) protecting two phenolic hydroxyl groups of catechol by using dichloromethane, and enabling catechol to react with dichloromethane to prepare 1,2-methylenedioxybenzene; (2) enabling 1,2-methylenedioxybenzene to react with various monoesters of oxalyl chloride to prepare 3,4-methylenedioxy phenylglyoxylic acid ester; (3) preparing 3,4-methylenedioxy phenylacetic acid by using 3,4-methylenedioxy phenylglyoxylic acid ester through a Wollff-kishner-Huang Minglong reduction reaction; and (4) reducing the 3,4-methylenedioxy phenylacetic acid by using lithium aluminum hydride, lithium borohydride or sodium borohydride to prepare 3,4-methylenedioxy phenethyl alcohol, and then removing methylene protection of the 3,4-methylenedioxy phenethyl alcohol by using boron tribromide or palladium on activated carbon to prepare hydroxytyrosol. A reactive reagent used in the synthetic method disclosed by the invention is easy to obtain and low in price, the reaction condition is mild, and the final yield of the whole reaction is 23%.

The invention discloses a method for extracting hydroxytyrosol, which comprises the following steps of: preparing raw material extracting solution; taking one kind of extracting solution, adding concentrated hydrochloric acid to make the pH value thereof 0 to 2, boiling for 2 to 4 hours and hydrolyzing; allowing the hydrolyzate to pass through macroporous adsorption resin for column chromatography, eluting by using acid liquor with the pH value of 1 to 2, mixing the effluent liquid and pickling liquor, regulating the pH value to neutral, concentrating and filtering; making the filter liquor to pass through the macroporous adsorption resin for column chromatography, eluting by using 10 to 30 volume percent ethanol, collecting the eluent, concentrating, and drying to prepare the hydroxytyrosol. By acidifying the raw material extracting solution, the method realizes conversion of the hydroxytyrosol through the boiling process, greatly shortens the conversion time of the hydroxytyrosol, improves the conversion rate, integrally shortens the production cycle and saves the production cost. The hydroxytyrosol is prepared through separation and purification by the macroporous adsorption resin.

The present invention relates to a method for obtaining purified hydroxytyrosol from products and by-products derived from the olive tree by means of two-step chromatographic treatment. The invention uses a non-activated ion exchange resin chromatographic method, followed by a second treatment on an XAD-type absorbent non-ionic resin which concentrates and completely purifies the hydroxytyrosol by means of elution with a methanol or ethanol:water dissolution (from 30 to 33%). The method of the invention can also be applied to two-phase pomaces, three-phase pomaces and stones if they are subjected to a steam explosion process.

The invention discloses a method for efficiently enriching high-quality hydroxyl tyrosol from olive leaves. The method comprises the following steps of: sifting a raw production material with high content of hydroxyl tyrosol from 10 breeds of olive leaves; extracting by using ultrasonic wave or microwave; and carrying out macroporous resin adsorption and medium pressure column chromatogram separation to prepare an extract containing more than 90% of hydroxyl tyrosol. Compared with the traditional purifying method, the method has the characteristics of simplicity, convenience, quickness, economy, high yield, and the like and is suitable for industrial production.

The invention discloses a method of using crude extract of olive leaf oleuropein to prepare hydroxytyrosol. Compared with acid hydrolysis and alkali hydrolysis, the enzymolysis process for crude extract of olive leaf oleuropein is mild in method condition, and consumption of acid and alkali catalysts is reduced in the whole process. Hemicellulase is selected from ten enzymes as an enzyme best in oleuropein degrading effect by taking oleuropein degrading rate and hydroxytyrosol content as indexes, optimal process conditions include 60 DEG C of temperature, 5.5 of pH value, 40mg of enzyme amount and 6h of time, obtained HT content is 6.07%, and OE degrading rate is 85.28%.

The invention discloses Escherichia coli for expressing hydroxytyrosol and hydroxytyrosol glucoside and a construction method and application thereof; the Escherichia coli for expressing hydroxytyrosol and hydroxytyrosol glucoside contains and can express ARO10, HpaBC and UGT genes. Tyrosine pathway related genes of the recombinant Escherichia coli are overexpressed so that the yields of hydroxytyrosol, hydroxytyrosol-3-O-beta-D-glucoside and hydroxytyrosol-4-O-beta-D-glucoside can be increased significantly, wherein the yield of hydroxytyrosol may reach 401 mg / L, the yield of hydroxytyrosol-3-O-beta-D-glucoside may reach 406 mg / L, the yield of hydroxytyrosol-4-O-beta-D-glucoside may reach 928 mg / L, and basis is laid for the large-scale industrial production and application of the Escherichia coli.

The invention provides an olive leaf extract which comprises any one or a combination of 5%-50% by mass of hydroxytyrosol, Oleuropein and Verbascoside. The invention further provides a preparation method of the olive leaf extract and application in cosmetics. The olive leaf extract has a high anti-aging effect because the olive leaf extract can greatly increase the content of collagen in a corium layer of a human body, so that the elasticity of the skin of the human body is maintained, and wrinkles are inhibited fundamentally. In addition, the olive leaf extract can obviously inhibit generation of free radicals (DPPH) and can serve as a product or an additive to be applied to foods, medicines and skin care products and / or the cosmetics, and the double effects of resisting oxidation and aging are played.

The invention discloses a method for purifying hydroxytyrosol. The method for purifying the hydroxytyrosol comprises the following steps of: dissolving an oleuropein crude product by using deionized water under stirring; passing through an adsorption type macroporous resin chromatographic column, washing with the deionized water, performing elution by using ethanol aqueous solution, and collecting eluent; performing vacuum concentration until no alcohol exists to obtain refined oleuropein aqueous solution; adding an inorganic acid to react; adding sodium hydroxide to adjust the pH value to be 7 to obtain hydroxytyrosol-containing aqueous solution; performing vacuum concentration; performing extraction by using equivalent ethyl acetate; and laminating ester and concentrating to remove the ethyl acetate to obtain faint yellow paste hydroxytyrosol with purity of more than or equal to 80 percent. In the method, the characteristic of one-way conversion from the oleuropein in an olive leaf resource to the hydroxytyrosol is completely utilized, so that the conversion rate is high, the current situation that the oleuropein component is blindly separated in the purification process of the oleuropein is changed, the oleuropein is converted into the hydroxytyrosol with high economic value, economic benefit is improved, and difficulty in preparation of high-content hydroxytyrosol is greatly reduced.

The invention discloses a method for preparing high-purity hydroxytyrosol by using high-speed counter-current chromatography and high performance liquid chromatography in a combined manner. The method comprises the following steps of performing enzymolysis on an olive leaf extract; extracting with ethyl acetate and concentrating into hydroxytyrosol ointment of which hydroxytyrosol content is 5%-20%; mixing solvents such as petroleum ether, ethyl acetate, methanol and water proportionally; using the mixture as a high-speed counter-current solvent system under the condition that an upper phase is a fixed phase while a lower phase is a mobile phase; dissolving the hydroxytyrosol ointment in the lower phase to obtain a test article; fully filling multilayered coil separating columns of a high-speed counter-current chromatographic instrument in the fixed phase; injecting the mobile phase at revolving speed of 500-1800 r / min and at flowing speed of 1-5mL / min; and detecting by using an ultraviolet detector of which the wave length is 210-280 nanometers. Normal phase centrifugal rotation is implemented in a whole centrifugal process for 30-300 minutes. When the mobile phase begins to flow out of chromatographic columns, distillate is collected, and after the distillate is detected by HPLC (high performance liquid chromatography), the hydroxytyrosol of which the purity is 60-90% can be prepared. The method is easy to operate and low in pollution; and the purity of the separated hydroxytyrosol is high.

The invention discloses a method for synthesizing hydroxytyrosol. With 3,4-dialkoxy alkyl phenylacetate shown as the structural general formula (I) as raw material, sodium / alcohol is used for carrying out reduction to obtain the hydroxytyrosol, and R1, R2 and R3 are respectively selected from C1-C6 alkyl or C6H5CH2. Compared with a method reported by literature, the method disclosed by the invention has the advantages that raw materials are available, cost is low, operation is simple, requirement to production condition and equipment is low, and industrialization is easy to realize.

The invention discloses a novel method for rapidly preparing hydroxytyrosol and belongs to the technical field of extraction and separation of active ingredients of natural products. According to the novel method, the olive leaf extract containing oleuropein serves as a raw material, and hydroxytyrosol is prepared by rapid hydrolysis under alkaline conditions. The method comprises the following steps: weighing a certain amount of olive leaf extract, mixing with an alkaline solution, reacting under a certain temperature and time, cooling to room temperature, adding a little amount of acid to neutralize until the pH is equal to 7, centrifuging, collecting the supernatant fluid, adding a proper amount of ethyl acetate for extracting, performing rotary evaporation to remove ethyl acetate, sequentially allowing the obtained concentrated solution to pass through macroporous resin and sephadex resin, and finally carrying out spray freeze-drying or vacuum freeze-drying to obtain high-purity hydroxytyrosol. The purity can be up to over 90 percent. The novel method is easy to operate, short in time, high in efficiency, high in quality and suitable for industrialization.

The present invention is directed to compositions containing at least a polyphenol and polyethylenglycol, to products such as food, beverages, dietary supplements, feed, pharmaceuticals and personal care products containing such a composition as well as to the use of polyethylenglycol for masking the bitter taste of such polyphenols. The polyphenols are preferably selected from the group consisting of epigallocatechin gallate, resveratrol, hydroxytyrosol, oleuropein, polyphenols present in green tea extracts, catechins, polyphenols present in extracts of red grape skin, polyphenols present in olives and / or olive waste water, and their mixtures.

The invention discloses a preparation method of long-circulation lipidosome of an olive polyphenol extract rich in hydroxytyrosol and verbascoside. Olive leaf is taken as a raw material, and is prepared into an olive polyphenol extract by extracting with 30 to 50 percent of ethanol, separating with a ceramic membrane and an ultrafiltration membrane and concentrating with a nanofiltration membrane; 90 percent of the hydroxytyrosol, 10 to 40 percent of an oleuropein extract and 90 percent of the verbascoside are compounded to prepare the olive polyphenol extract rich in the hydroxytyrosol and the verbascoside; the hydroxytyrosol and verbascoside polyphenol as model materials, lecithin, cholesterol, a Tween-80 surfactant and the like are prepared into the corresponding lipidosome. The lipidosome has the advantages that the bioavailability of the olive polyphenol extract is remarkably increased, and high encapsulation efficiency, uniform particle size distribution, good stability, slow release property, oxidation resistance and an antibacterial effect are achieved. The preparation method is simple and feasible, equipment is simple, and the application of the lipidosome in the medicine field can be widened.

The invention discloses a method for extracting hydroxytyrosol from olive leaves and belongs to the technical field of plant active ingredient extraction. The method disclosed by the invention is characterized in that the olive leaves are used as raw materials, alkali liquor with the pH value being 11 to 14 is used for carrying out heat insulation extraction under the condition of 80 to 100 DEG C, obtained extraction liquid is concentrated and passes through a macroporous adsorption resin column, methyl alcohol or ethanol is used for washing the column, the thin layer chromatography tracking detection is carried out, and alcohol washing eluent is collected; and the alcohol washing eluent is concentrated, extracting agents are used for extraction, extraction phases are collected, concentration and drying are carried out, and the hydroxytyrosol is obtained. Compared with the prior art, the method has the advantages that the olive leaves are subjected to heat insulation extraction by the alkali liquor with the pH value being 11 to 14 under the condition of 80 to 100 DEG C, the extraction and hydrolysis steps are simultaneously carried out, the extraction efficiency is high, and in addition, the hydrolysis reaction is complete; and on the other hand, the extraction and hydrolysis steps can be synchronously carried out, and the transition step is not needed between the two steps, so the work procedure is simplified, the labor and the material are saved, the production cost is reduced, and the industrial production is easily realized.

The invention belongs to the field of medicinal synthesis, and particularly relates to a method for preparing hydroxytyrosol, which comprises the following steps of: (1) protecting free hydroxyl groups at 3 and 4 positions, on 3,4-dihydroxy benzaldehyde with benzyl, namely, reacting the 3,4-dihydroxy benzaldehyde with benzyl bromide to prepare 3,4-dibenzyloxybenzaldehyde; (2) reacting N-methylaniline acetonitrile with the 3,4-dibenzyloxybenzaldehyde to prepare 3-(3,4-dibenzyloxyphenyl)-2-(methylphenylamino) acrylonitrile, and hydrolyzing the 3-(3,4-dibenzyloxyphenyl)-2-(methylphenylamino) acrylonitrile under acidic condition to prepare a 3,4-dibenzylosyphenylacetic acid; (3) reducing a carboxyl group of the 3,4-dibenzylosyphenylacetic acid with lithium borohydride, lithium aluminum hydride or sodium borohydride to prepare 3,4-dibenzyloxyphenethyl alcohol; and (4) catalyzing the 3,4-dibenzyloxyphenethyl alcohol with a catalyst palladium / carbon to prepare the hydroxytyrosol. The reagents used in the method are easily obtainable and low in cost, reaction conditions are mild, and the final overall yield of the whole reaction reaches 50 to 60 percent.

The invention discloses genetic engineering bacteria and belongs to the technical field of bioengineering. With the introduction of L-alpha-amino acid transaminase, L-glutamic acid gene, alpha-keto acid decarboxylase gene and alcohol dehydrogenase, the genetic engineering bacteria can be applied to biosynthesis of hydroxytyrosol. The invention also discloses a construction method and application of the recombinant Escherichia coli genetic engineering bacteria. And further, substrate transport is promoted and decomposition of the product is reduced by knocking out or enhancing the expression ofrelated genes on the Escherichia coli genome, and the production efficiency of recombinant bacteria is improved. The method for production of hydroxytyrosol by conversion of the recombinant bacteriahas characteristics of simple operation, low cost and high synthesis efficiency of the product, and has a good industrial prospect.

The invention discloses a method for producing hydroxytyrosol from olives and solids containing residues of olive oil extraction, which comprises: performing acid hydrolysis under the temperature between 110 and 140 degrees centigrade and the pH value between 1.0 to 6.0; purifying the obtained solution on a column containing acid activated anion exchange resin and a column containing sorptive non-ionic resin; and eluting the two columns by water to recover the hydroxytyrosol.

The present invention relates to nutritional products containing hydroxytyrosol, particularly fond products (i.e: fortified edible oils and fortified edible oil-containing products) and dietary supplements (i.e.: soft gel capsules containing fortified edible oils) with increased antioxidant capacity to be used as a source of hydroxytyrosol for preventing or treating cardiovascular diseases, plaque build-up in the arteries, arterial hypertension, and metabolic syndrome, thanks to the nutritional supply of an hydroxytyrosol rich composition.

The invention discloses a hydroxytyrosol extraction method high in percent conversion and recovery percent. The hydroxytyrosol extraction method comprises the following steps of: 1) obtaining an olive leaf extract and concentrating the extract; 2) adding concentrated hydrochloric acid accounting for 1-2% of the weight of the extract to the obtained extract, increasing the temperature to the range from 85 to 95 DEG C, and preserving heat for hydrolysis for 20-40min; cooling the obtained hydrolysate to the normal temperature and then adding the concentrated hydrochloric acid accounting for 4-8% of the weight of the extract, and hydrolyzing at the normal temperature for 100-150 min to obtain a secondary hydrolysate; 3) regulating the pH value of the secondary hydrolysate to the range from 6.0 to 6.5, extracting with ethyl acetate, recovering the solvent from the extract phase, and drying to obtain the hydroxytyrosol. The hydroxytyrosol extraction method has the advantages that the pattern of intermittent twice hydrolysis is adopted, so that the shortcoming of non-complete once hydrolysis in the prior art is overcome and the percent conversion of decomposing and converting oleuropein into the hydroxytyrosol is effectively increased to be above 98.5%, and in the mean time, the yield of the hydroxytyrosol is increased to be above 95%, and moreover, the process is simplified.

The invention relates to a preparation method of a nonionic vesicle with a whitening effect. The preparation method is characterized by comprising following steps: step A, weighing a conventional whitening agent, hydroxyl phenoxyl propionic acid, phloretin, hydroxytyrosol, and a cyanotis arachoidea root extract according to a mass ratio of 3-10:1:3:2:1, and then mixing the mixture with polyol to obtain a whitening active composition solution; step B, weighing glyceryl oleate citrate, cetearyl glucoside, and polyglyceryl-3 methyl glucose distearate according to a mass ratio of 0.5-3:2:1, and adding magnolol to obtain a nonionic surfactant premix; step C, preparing a nonionic surfactant water solution; and step D, mixing the whitening active composition solution with the nonionic surfactant water solution according to a mass ratio of 1:2-4 to prepare the nonionic vesicle with a whitening effect. The vesicle can wrap multiple whitening active components and overcomes the problems such as single whitening mechanism, bad product stability, low whitening efficiency, easy triggering of skin irritation, and the like.

The invention discloses a composition with an anti-glycosylation effect and an application thereof. The anti-glycosylation composition consists of the following components in parts by mass: 0.1 to 5 parts of an osmanthus fragrans flower extract, 0.1 to 5 parts of a pomegranate extract and 0.01 to 0.1 part of a canarium album fruit extract, wherein the mass content of polyphenol in the osmanthus fragrans flower extract is greater than or equal to 10 percent, the mass content of verbascoside in the osmanthus fragrans flower extract is greater than or equal to 10 percent, the mass content of polyphenol in the pomegranate extract is greater than or equal to 30%, the mass content of punicalagin in the pomegranate extract is greater than or equal to 8%, wherein the mass content of polyphenol inthe canarium album fruit extract is greater than or equal to 10%, and the mass content of hydroxytyrosol in the canarium album fruit extract is greater than or equal to 3%. Through the synergistic effect of the osmanthus fragrans flower extract, the pomegranate extract and thecanarium album fruit extract which have a specific proportion and specific quality, anti-glycation capacity of skins is improved in three aspects that generation of a fibroblast glycosylation reaction end product CML is remarkably reduced, generation of AGEs is reduced, and SOD expression is increased.

The invention discloses a quality control method for simultaneous realization of content analysis and similarity evaluation of 18 components in Ilex kudingcha. Rutin, isochlorogenic acid A and kudinoside A are used as internal references; correction factors of rutin for 6-hydroxy-7,7a-dihydro-2(6H)-benzofuran and hydroxytyrosol glucoside, correction factors of isochlorogenic acid A for protocatechuic acid, kudinoside E, kudinoside D, neochlorogenic acid, chlorogenic acid, cryptochlorogenic acid, caffeic acid, isochlorogenic acid B, and isochlorogenic acid C, and correction factors of kudinoside A for latifoloside G, kudinoside G, ilex kudingcha ilexoside T and latifoloside H are calculated, and the factors are used as constants for determining content. Only three common reference substances are needed for simultaneous determination of contents of 18 kinds of components in ilex kudingcha, quality of the ilex kudingcha can be rapidly, economically and scientifically controlled, and further cluster analysis, main component analysis and similarity calculation of medicinal materials can be carried out by using contents of the 18 kinds of components, in order to comprehensively control quality of ilex kudingcha.

The invention discloses an engineering bacterium for producing hydroxytyrosol with high efficiency and application of the engineering bacterium, and belongs to the technical field of biological engineering. Genes of L-phenylalaninase dehydrogenase, alpha-keto acid decarboxylase and alcohol dehydrogenase are introduced into the genetic engineering bacterium of the present invention, and the engineering bacterium can be applied to biosynthesis of hydroxytyrosol. The invention also discloses a construction method and application of the genetic engineering bacterium of recombinant Escherichia coli. The method for producing hydroxytyrosol by transforming the recombinant bacterium has the characteristics of simple operation, low cost, high efficiency of product synthesis, and has good industrialization prospects.

The present invention relates to use of a composition comprising oleuropein and / or hydroxytyrosol for maintenance joint health or prevention or treatment of joint disorders. In particular, the invention relates to oleuropein for use to prevent or treat cartilage breakdown.