A resveratrol inclusion and its preparation method and application

Abstract

The invention discloses a resveratrol inclusion, a preparation method and an application thereof. The raw materials for forming the resveratrol inclusion include: resveratrol, bionic cell membrane, pea maltodextrin, sulfobutyl-β-cyclodextrin and hydroxypropyl-β-cyclodextrin.

Description

Technical Field

[0001] The present invention belongs to the technical field of cosmetics, and in particular relates to a method for preparing water-soluble resveratrol by encapsulating it with a bionic cell membrane and its application. Background Art

[0002] Resveratrol is a secondary metabolite of plants. It is an antibiotic secreted by plants when they are in harsh environments or attacked by pathogens. It is a polyphenolic compound that exists in plants such as grapes, peanuts, and knotweed. It can also be synthesized artificially. In vitro and in vivo studies have shown that resveratrol has many potential benefits, including anti-cancer, anti-bacterial, anti-inflammatory, anti-obesity and heart / brain protection. At the same time, resveratrol has antioxidant and whitening effects. However, resveratrol has low solubility in water and unstable chemical structure. Its solubility in water is about 21-30 mg / L, and it is very easy to degrade and isomerize under ultraviolet light, which greatly limits its application in food, medicine, and cosmetics. In order to solve the problem of limited application of resveratrol, researchers have encapsulated it through microemulsions, liposomes, nanoemulsions, polymer encapsulation and molecular complexation, but emulsions and liposomes usually have a low encapsulation rate and are composed of a large amount of surfactants and phospholipids, while polymer encapsulation and molecular complexation are difficult to produce industrially.

[0003] Therefore, there is an urgent need in the art to provide a resveratrol inclusion body that is highly water-soluble and stable. Summary of the invention

[0004] The present invention aims to provide a resveratrol inclusion body with good water solubility and stability.

[0005] In a first aspect of the present invention, a resveratrol inclusion is provided. The raw materials for forming the resveratrol inclusion include: resveratrol, bionic cell membrane, pea maltodextrin, sulfobutyl-β-cyclodextrin and hydroxypropyl-β-cyclodextrin.

[0006] In another embodiment, based on the total weight of the raw materials, the raw materials include:

[0007]

[0008]

[0009] In another embodiment, the bionic cell membrane is polyquaternium-51.

[0010] In another embodiment, the average particle size of the aqueous solution of resveratrol inclusions is no more than 10 nm.

[0011] In a second aspect of the present invention, a method for preparing the resveratrol inclusions provided by the present invention as described above is provided, the method comprising the steps of mixing resveratrol, bionic cell membrane, pea maltodextrin, sulfobutyl-β-cyclodextrin and hydroxypropyl-β-cyclodextrin.

[0012] In another embodiment, the method comprises the steps of:

[0013] (1) mixing the bionic cell membrane, pea maltodextrin, sulfobutyl-β-cyclodextrin and water to obtain phase A;

[0014] (2) mixing hydroxypropyl-β-cyclodextrin, resveratrol and alcohol to obtain phase B;

[0015] (3) Mixing phase A and phase B to obtain the resveratrol inclusion bodies provided by the present invention as described above.

[0016] In another embodiment, the alcohol comprises an alcohol having 1-4 carbon atoms.

[0017] In another embodiment, the mass ratio of the alcohol to water is 90:10-50:50.

[0018] In a third aspect of the present invention, a use of the resveratrol inclusions provided by the present invention as described above in cosmetics or skin care products is provided.

[0019] In a fourth aspect of the present invention, a cosmetic or skin care product is provided, wherein the cosmetic or skin care product comprises the resveratrol inclusions provided by the present invention as described above and a cosmetically acceptable carrier.

[0020] In a fifth aspect of the present invention, a method for preparing the cosmetic or skin care product provided by the present invention as described above is provided, the method comprising the steps of: mixing a cosmetically acceptable carrier with the resveratrol inclusion body provided by the present invention as described above to obtain the cosmetic or skin care product provided by the present invention as described above.

[0021] Accordingly, the present invention provides a resveratrol inclusion body with good water solubility and stability. BRIEF DESCRIPTION OF THE DRAWINGS

[0022] Figure 1 This is the resveratrol inclusion body (solid) obtained in Example 1.

[0023] Figure 2 This is an aqueous solution obtained by mixing the resveratrol inclusions (solid) obtained in Example 1 with water.

[0024] Figure 3 This is an aqueous solution obtained by mixing the resveratrol inclusions (solid) obtained in Example 2 with water.

[0025] Figure 4 This is an aqueous solution obtained by mixing the resveratrol inclusions (solid) obtained in Example 3 with water.

[0026] Figure 5 The average particle size distribution of the resveratrol inclusions (solid) obtained in Example 1 is shown.

[0027] Figure 6 This is the dissolved state obtained by mixing the solid sample obtained in Example 2 with water.

[0028] Figure 7 This is the dissolved state obtained by mixing the solid sample obtained in Comparative Example 3 with water.

[0029] Figure 8 This is the dissolved state obtained by mixing the solid sample obtained in Comparative Example 4 with water.

[0030] Fig. 9 This is the dissolved state obtained by mixing the solid sample obtained in Example 1 with water.

[0031] Fig.10 This is the dissolved state obtained by mixing the solid sample obtained in Example 5 with water.

[0032] Fig.11 This is the dissolved state obtained by mixing the solid sample obtained in Example 6 with water.

[0033] Fig.12 It shows that at room temperature, the solubility of the resveratrol inclusions provided by the present invention in water is above 120wt%, which is 4000 times higher than the solubility of free resveratrol powder in water. DETAILED DESCRIPTION

[0034] After extensive and in-depth research, the inventors used bionic cell membranes as wall materials, and complemented the charges of sulfobutyl-β-cyclodextrin (SBE-β-CD). The two had a complex coagulation phenomenon, produced a cross-linking effect, and the electrostatic and hydrogen bonding effects further enhanced the water solubility of sulfobutyl-β-cyclodextrin. Its internal hydrophobic cavity structure increased the coating capacity of resveratrol. At the same time, the hydrophilic and hydrophobic effects of the bionic cell membrane itself and the cell membrane-like structure formed phospholipid micelles to coat resveratrol, further promoting the absorption of active substances and reducing stimulation. At the same time, hydroxypropyl-β-cyclodextrin (HP-β-CD) was used. Compared with β-cyclodextrin, hydroxypropyl-β-cyclodextrin was connected to a hydrophilic group, and the intramolecular hydrogen bond state changed, maintaining the cavity structure. Compared with the parent body, the newly generated hydroxypropyl-β-cyclodextrin had a large difference in supramolecular performance and physical and chemical properties, greatly improved water solubility (>60%), improved selectivity for guest molecules, better inclusion stability, and low toxicity. Pea maltodextrin is also used, and its special cavity structure further increases the encapsulation capacity of resveratrol. The present invention uses a composite wall material, that is, a bionic cell membrane as the main body, sulfobutyl-β-cyclodextrin, hydroxypropyl-β-cyclodextrin and pea maltodextrin as auxiliary triple effects to encapsulate resveratrol, greatly improving the encapsulation rate and stability of resveratrol. On this basis, the present invention is completed.

[0035] In order to enable those skilled in the art to understand the characteristics and effects of the present invention, the following is a general description and definition of the terms and expressions mentioned in the specification and claims. Unless otherwise specified, all technical and scientific terms used in the text are the common meanings understood by those skilled in the art for the present invention. In the event of a conflict, the definition in this specification shall prevail.

[0036] As used herein, the term "cosmetically acceptable carrier" refers to a carrier that makes cosmetics or personal care products applicable, including various excipients and diluents, which are not necessary active ingredients themselves, and there is no excessive toxicity after application. Suitable carriers are well known to those of ordinary skill in the art. A full discussion of cosmetically acceptable excipients can be found in the 2015 version of the Cosmetic Hygiene Standard. Such carriers may include humectants, emulsifiers, thickeners, chelating agents, emollients, etc. in the composition. For example, but not limited to, butylene glycol, glycerol, betaine, sodium hyaluronate, propylene glycol, glyceryl stearate / PEG-100 stearate, glyceryl stearate, xanthan gum, hydroxyethyl cellulose, carbomer, EDTA-2Na, isomeric hexadecane, isooctyl palmitate, cetostearyl alcohol, cetearyl alcohol, dimethicone, etc.

[0037] As used in the present invention, "room temperature" refers to 15-40°C, preferably 20-30°C.

[0038] The structural formulas of some substances involved in the present invention are listed as follows:

[0039]

[0040]

[0041] Although the numerical ranges and parameters used to define the broader scope of the present invention are approximate values, the relevant numerical values ​​in the specific embodiments have been presented as accurately as possible. However, any numerical value inherently inevitably contains standard deviations due to individual test methods. Here, "about" generally means that the actual value is within plus or minus 10%, 5%, 1% or 0.5% of a specific value or range. Alternatively, the term "about" means that the actual value falls within the acceptable standard error of the mean value, depending on the consideration of those skilled in the art. Except for the experimental examples, or unless otherwise explicitly stated, it should be understood that all ranges, quantities, values ​​and percentages used herein (for example, to describe the amount of material used, the length of time, temperature, operating conditions, quantitative ratios and the like) are modified by "about". Therefore, unless otherwise stated to the contrary, the numerical parameters disclosed in this specification and the attached claims are all approximate values ​​and can be changed as needed. At least these numerical parameters should be understood as the number of significant digits indicated and the values ​​obtained by applying the general rounding method.

[0042] The present invention provides a resveratrol inclusion, which is usually in a solid state, and in one embodiment of the present invention is in a powdered state; the solubility in water at room temperature is more than 120wt%, that is, more than 120g of the resveratrol inclusion provided by the present invention can be dissolved in 100g of water to form a clear aqueous solution; the average particle size of the formed clear aqueous solution does not exceed 10nm, for example but not limited to 1-10nm; the formed clear aqueous solution can be placed at low temperature (for example but not limited to 0-10°C), room temperature and high temperature (for example but not limited to 42-60°C) for at least 1 month and still remain clear, and preferably can be placed under light-proof conditions for at least 8 months.

[0043] Based on the total weight of the raw materials of the resveratrol inclusions provided by the present invention, the resveratrol content therein can be above 8wt%, and can even reach 12wt%.

[0044] The raw materials used to form the resveratrol inclusions provided by the present invention include resveratrol, bionic cell membrane, pea maltodextrin, sulfobutyl-β-cyclodextrin and hydroxypropyl-β-cyclodextrin; in one embodiment of the present invention, the bionic cell membrane is polyquaternium-51.

[0045] The raw materials used to form the resveratrol inclusion bodies provided by the present invention do not contain surfactants and / or emulsifiers.

[0046] In one embodiment of the present invention, the raw materials used to form the resveratrol inclusions provided by the present invention are composed of resveratrol, bionic cell membranes, pea maltodextrin, sulfobutyl-β-cyclodextrin, hydroxypropyl-β-cyclodextrin, water and alcohol; the alcohol is an alcohol with 1-4 carbon atoms, such as but not limited to methanol, ethanol, propanol and butanol.

[0047] Based on the total weight of the raw materials used to form the resveratrol inclusions provided by the present invention, the raw materials may include 8-12wt% of resveratrol; 0.1-10wt% of bionic cell membrane, such as but not limited to 1-5wt%; 5-10wt% of pea maltodextrin; 10-30wt% of sulfobutyl-β-cyclodextrin, such as but not limited to 12-25wt%, 14-20wt%, 17-28wt% and the like; 38-76.9wt% of hydroxypropyl-β-cyclodextrin, such as but not limited to 40-70wt%, 65-75wt%, 42-56wt% and the like.

[0048] The present invention uses bionic cell membrane component polyquaternium-51 as main wall material, and resveratrol is modified and wrapped, and it has a cell membrane-like structure, a molecular pinning effect, a super moisturizing and water-locking ability, and can reduce skin irritation and promote absorption. The sulfobutyl-β-cyclodextrin in β-cyclodextrin is a cyclic oligosaccharide formed by α-D glucose units through α-(1→4) glycosidic bonds, which is a substance with an inner cavity molecular structure, so it can not only encapsulate substances with poor water solubility, but also promote the encapsulation of certain water-soluble substances. At the same time, sulfobutyl-β-cyclodextrin can have a stronger charge cross-linking effect with polyquaternium-51, and static electricity and hydrogen bonding occur, so that the water solubility of sulfobutyl-β-cyclodextrin is improved, and the encapsulation amount of resveratrol is further increased.

[0049] The present invention also provides a method for preparing the resveratrol inclusions, the method comprising the steps of:

[0050] In the first step, the bionic cell membrane, pea maltodextrin, sulfobutyl-β-cyclodextrin and water are mixed and dissolved to form phase A;

[0051] In the second step, resveratrol, hydroxypropyl-β-cyclodextrin and alcohol are mixed and dissolved to form phase B;

[0052] The third step is to mix phase A and phase B to obtain a solution;

[0053] The fourth step is to filter the solution obtained in the third step, and freeze the filtrate to obtain a solid resveratrol inclusion.

[0054] The order of the first and second steps can be interchanged or performed simultaneously.

[0055] In one embodiment of the present invention, the mixing temperature in the first step is room temperature, and the mixing time is 1-10 hours (for example, but not limited to, 1.5-7 hours, 2.5-4 hours, 3-8 hours, etc.), and the reaction needs to be complete. Generally, the inclusions prepared by incomplete reaction are easy to precipitate, and the particle size of the aqueous solution is larger.

[0056] In one embodiment of the present invention, the alcohol used in the second step may be an alcohol having 1 to 4 carbon atoms, including methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, and tert-butanol; preferably ethanol.

[0057] In one embodiment of the present invention, the mixing temperature in the second step is room temperature.

[0058] In one embodiment of the present invention, the mixing in the second step includes, but is not limited to, stirring at a stirring speed of 600-700r; the mixing time is 1-10 hours, for example but not limited to, 1.5-7 hours, 2.5-4 hours, 3-8 hours, etc.

[0059] In one embodiment of the present invention, the mass ratio of alcohol to water used in the first step and the second step is 90:10-50:50, for example but not limited to, 80:10-50:50, 50:10-50:50, etc.

[0060] In one embodiment of the present invention, the mixing in the third step comprises adding phase A to phase B while stirring; the mixing time is 1-5 hours, for example but not limited to, 1.5-4 hours, etc.

[0061] In one embodiment of the present invention, the filtration described in the fourth step includes but is not limited to vacuum filtration and normal pressure filtration.

[0062] In one embodiment of the present invention, the filtrate obtained by filtration in the fourth step is frozen after the solvent is removed. The solvent removal method that can be used includes but is not limited to rotary evaporation and freeze drying.

[0063] In one embodiment of the present invention, the freezing (lyophilization) in the fourth step is carried out at -20 to -80°C for 1 to 10 hours.

[0064] The resveratrol inclusions provided by the present invention can be used to prepare cosmetics or skin care products. For example, but not limited to, the resveratrol inclusions provided by the present invention are mixed with a cosmetically acceptable carrier to obtain various cosmetics or skin care products that can be applied to human skin, including but not limited to lotions, creams, pure water preparations, facial masks and other dosage forms.

[0065] The theories or mechanisms described and disclosed herein, whether correct or incorrect, should not limit the scope of the present invention in any way, that is, the present invention can be implemented without being limited by any specific theory or mechanism.

[0066] The above-mentioned features mentioned in the present invention or the features mentioned in the embodiments can be combined in any way. All the features disclosed in the specification of this case can be used in combination with any combination form. As long as there is no contradiction in the combination of these features, all possible combinations should be considered to be within the scope of this specification. Each feature disclosed in the specification can be replaced by any alternative feature that can provide the same, equal or similar purpose. Therefore, unless otherwise specified, the disclosed features are only general examples of equal or similar features.

[0067] The main advantages of the present invention are:

[0068] 1. The resveratrol coated powder provided by the present invention has good water solubility, good stability and high coating rate.

[0069] 2. The preparation method of resveratrol inclusions provided by the present invention is simple to operate and suitable for large-scale industrial production.

[0070] The present invention will be further described below in conjunction with specific examples. It should be understood that these examples are only used to illustrate the present invention and are not intended to limit the scope of the present invention. The experimental methods for which specific conditions are not specified in the following examples are usually performed under normal conditions or according to the conditions recommended by the manufacturer. Unless otherwise specified, all percentages, ratios, proportions, or parts are by weight. The units in the weight volume percentages in the present invention are well known to those skilled in the art, for example, refer to the weight (grams) of the solute in 100 ml of solution. Unless otherwise defined, all professional and scientific terms used in the text have the same meaning as those familiar to those skilled in the art. In addition, any method and material similar or equivalent to the recorded content can be applied to the method of the present invention. The preferred implementation methods and materials described in the text are for demonstration purposes only.

[0071] The particle size determination method is:

[0072] Determined using a nano-laser particle size analyzer Suzhou Instrument Technology (Suzhou) Co., Ltd. Model: NKT-N9

[0073] The lighting conditions are:

[0074] The light source is D65 light source, the light intensity is 4500LUX, 8 hours of irradiation per day, and continuous irradiation for 1 month

[0075] The resveratrol, pea maltodextrin, polyquaternium-51, polyquaternium-61, SBE-β-CD, and HP-β-CD used in the present invention are numbered 01152, 04578, 03931, 03938, 03020, and 05228, respectively, in the "Catalogue of Used Cosmetic Raw Materials (2021 Edition)".

[0076] In the following embodiments

[0077] Resveratrol is available in the market with CAS No. 501-36-0, HPLC purity is above 99%, and the HPLC detection method is as follows:

[0078] Working conditions:

[0079] Carbon 18 reversed phase HPLC column (250mm×4.6mm, 5μm)

[0080] Mobile phase: acetonitrile: water = 40:60 (v / v);

[0081] UV detector wavelength: 307nm;

[0082] Flow rate: 1.0 mL / min;

[0083] Injection volume: 5 μL;

[0084] Running time: 15min;

[0085] Column temperature: 35°C.

[0086] Operation process:

[0087] Accurately weigh 0.1 g (accurate to four decimal places) of standard reference substance, place it in a 100 mL volumetric flask, add appropriate amount of ethanol to dissolve, and make up to volume with ethanol as the test sample for injection.

[0088] Use a pipette to transfer quantitative test solution into a volumetric flask, dilute with ethanol, mix well and set aside. The injection concentrations are 0.1 mg / mL, 0.2 mg / mL, 0.3 mg / mL, and 0.4 mg / mL, respectively. Inject with concentration as the horizontal axis and peak area as the vertical axis to obtain a four-level calibration curve. When the correlation coefficient is less than 0.990, reconfigure the solution.

[0089] Sample preparation: Accurately weigh an appropriate amount (accurate to four decimal places) of sample into a 50 mL volumetric flask so that the injection concentration of resveratrol in the sample is between 0.2 mg / mL and 0.3 mg / mL, dilute to volume with ethanol, and set aside.

[0090] After injection, the sample content can be directly obtained from the standard curve.

[0091] Pea maltodextrin is purchased from a commercial source and can be selected from CAS: 9004-53-9

[0092] Polyquaternium-51 was purchased from Shanghai Aoli Industrial Co., Ltd., with a molecular weight of 50,000-100,000

[0093] Polyquaternium-61 was purchased from Shanghai Aoli Industrial Co., Ltd.

[0094] SBE-β-CD was purchased from Shandong Binzhou Zhiyuan Biotechnology Co., Ltd.

[0095] HP-β-CD was purchased from Shandong Binzhou Zhiyuan Biotechnology Co., Ltd.

[0096] Examples 1-3

[0097] Preparation of resveratrol inclusions

[0098] According to the formula and dosage in Table 1, polyquaternium-51, pea maltodextrin, and SBE-β-CD were dissolved in water to obtain phase A, and the mixture was reacted completely. HP-β-CD and resveratrol were added to anhydrous ethanol and dissolved under stirring at room temperature to obtain phase B. Phase A was added to phase B under stirring at room temperature to react for 2 h. The solution was filtered, and the filtrate was rotary evaporated at 40° C. for 2-4 h and then frozen in a -80° C. refrigerator for 4 h to obtain a solid resveratrol coating.

[0099] The alcohol-water mass ratio of Example 1 is 7:3, the alcohol-water mass ratio of Example 2 is 8:2, and the alcohol-water mass ratio of Example 3 is 6:4.

[0100] Comparative Examples 1-6

[0101] According to the formula and dosage in Table 1, the corresponding solid samples were obtained according to the preparation process of Examples 1-3.

[0102] Table 1

[0103]

[0104]

[0105] Solubility test

[0106] Take the resveratrol inclusion powder obtained in Example 1 (appearance: Figure 1 As shown), dissolve it in water at room temperature to prepare a 2% aqueous solution of the final active substance (resveratrol) content (25g of 8% inclusions are added to 75g of water), and the appearance is transparent, as shown Figure 2 As shown, the particle size was tested at the same time, and the results are as follows Figure 5 As shown, the average particle size is less than 10 nm, which is close to a true solution state, indicating that the resveratrol inclusions prepared by this method have good water solubility and no agglomeration or aggregation.

[0107] According to the above method, the resveratrol inclusions obtained in Examples 2 and 3 were respectively prepared into aqueous solutions with a final active ingredient content of 2%.

[0108] The samples obtained in Comparative Examples 1-6 were mixed with water at room temperature, and long-chain alcohol (ethylhexylglycerin or caprylyl glycol) was added as a preservative. The appearances were as follows: Figure 6-11 shown.

[0109] Figure 2-11 These are the conditions after being left at room temperature for one month.

[0110] The results show that the aqueous solutions of resveratrol inclusions obtained in Examples 1-3 are all transparent. Figure 3 and 4 shown.

[0111] In Comparative Examples 2, 3 and 4, pea maltodextrin, SBE-β-CD and HP-β-CD were used to encapsulate resveratrol, respectively, with the maximum encapsulation amounts being 1%, 2% and 2%, respectively. When the encapsulation amount was 8%, after the aqueous solution was prepared, crystals were precipitated after being placed for 24 hours, respectively. Figure 6 , 7 In Comparative Example 1, pea maltodextrin, SBE-β-CD and HP-β-CD are present simultaneously, but polyquaternium-51 is absent. When the encapsulation amount is 8%, crystals still precipitate from the sample ( Fig. 9 ). Comparative Example 6 adds other positively charged polymers (chitosan) to combine with SBE-β-CD, and compares with the combination of polyquaternium-51 and SBE-β-CD. According to the results, the chitosan group finally precipitates crystals and has a turbid appearance. The stability of chitosan in the encapsulation of resveratrol is not better reflected, indicating that polyquaternium-51 and SBE-β-CD have a unique synergistic effect, and the use environment of chitosan is relatively complex, which is not suitable for the encapsulation of this system.

[0112] Stability test

[0113] According to the method in the solubility test, the resveratrol inclusions obtained in Examples 1-3 were respectively prepared into aqueous solutions with a final active ingredient content of 2%; the samples obtained in Comparative Examples 1-6 were respectively mixed with water, and long-chain alcohols (ethylhexylglycerol or caprylyl glycol) were added as preservatives. Figure 2-11 .

[0114] The samples were placed under the conditions shown in Table 2 for one month. The results are shown in Table 2.

[0115] Table 2

[0116] Experimental conditions Example 1 Example 2 Example 3 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Comparative Example 5 Comparative Example 6 1 month at room temperature Transparent appearance Transparent appearance Transparent appearance Precipitation Precipitation Precipitation Precipitation Precipitation Precipitation 45℃, 1 month Transparent appearance Transparent appearance Transparent appearance Precipitation Precipitation Precipitation Precipitation Precipitation Precipitation 5℃, 1 month Transparent appearance Transparent appearance Transparent appearance Precipitation Precipitation Precipitation Precipitation Precipitation Precipitation illumination Transparent appearance Transparent appearance Transparent appearance Precipitation Precipitation Precipitation Precipitation Precipitation Precipitation

[0117] The results show that the resveratrol inclusions provided by the present invention have good stability. After one month, the samples obtained in each comparative example have a turbid appearance and more serious discoloration than the examples. Comparative Example 5 replaces polyquaternium-51 with polyquaternium-61, and the sample is prepared as an aqueous solution. After one month, crystals are also precipitated ( Fig.10 ), the reason may be that compared with the bionic cell membrane, polyquaternium-61 has a larger hydrophobic group, making the entire package structure more hydrophobic, and the stability in the water system is reduced, indicating that in this system, the unique structure of polyquaternium-51 and other wall materials have a unique synergistic effect. In comparative example 6, polyquaternium-51 is replaced with positively charged chitosan, wherein 1% acetic acid (mass ratio of the water phase) is added to the water phase of the chitosan group to dissolve the chitosan, and precipitation occurs after being placed for 24 hours, indicating that only the system formed by matching polyquaternium-51 with sulfobutyl-β-cyclodextrin can obtain a stable solution.

[0118] Application Example 1-41. Lotion

[0119] Components Addition amount w / % water 74.0 glycerin 5.0 Butanediol 3.0 1,2-Pentanediol 3.0 Resveratrol inclusions (Example 1) 15.0

[0120] 2. Shampoo

[0121] Components Addition amount w / % water 45.65 Chlorphenesin 0.15 Disodium EDTA 0.10 Sodium lauroyl sarcosinate (30%) 25.0 Sodium lauroamphoacetate (30%) 10.0 Cocamidopropyl Betaine (45%) 15.0 PEG-120 Methyl Glucose Dioleate 1.2 Citric Acid 0.4 Resveratrol inclusions (Example 1) 2.0 Phenoxyethanol 0.5

[0122] 3. Essence Lotion

[0123]

[0124]

[0125] 4. Cleansing Balm

[0126] Components Addition amount w / % water 19.95 Chlorphenesin 0.15 Disodium EDTA 0.1 glycerin 20.0 Sodium Cocoyl Glycinate (30%) 55.0 Glyceryl Stearate 1.0 Citric Acid 1.3 Resveratrol inclusions (Example 1) 2.0 Phenoxyethanol 0.5

[0127] The above description is only a preferred embodiment of the present invention and is not intended to limit the scope of the substantial technical content of the present invention. The substantial technical content of the present invention is broadly defined in the scope of the claims of the application. Any technical entity or method completed by others, if it is exactly the same as that defined in the scope of the claims of the application or an equivalent variation, will be deemed to be included in the scope of the claims.

Claims

1. A resveratrol inclusion, characterized in that: The raw materials for forming the resveratrol inclusions include: resveratrol, polyquaternium-51, pea maltodextrin, sulfobutyl-β-cyclodextrin and hydroxypropyl-β-cyclodextrin; the average particle size of the aqueous solution of the resveratrol inclusions does not exceed 10nm; based on the total weight of the raw materials, the raw materials include: 8-12wt% Resveratrol 0.1-10wt% Polyquaternium-51 5-10wt% pea maltodextrin 10-30wt% Sulfobutyl-β-cyclodextrin 38-76.9wt% Hydroxypropyl-β-cyclodextrin.

2. The resveratrol inclusion body according to claim 1, characterized in that: The resveratrol inclusions are in a solid state.

3. The resveratrol inclusion body according to claim 2, characterized in that: The resveratrol inclusions are in powder form.

4. The resveratrol inclusion body according to claim 1, characterized in that: The solubility of the resveratrol inclusions in water at room temperature is 120 g.

5. The resveratrol inclusion body according to claim 1, characterized in that: The raw materials of the resveratrol inclusions do not contain surfactants and / or emulsifiers.

6. The resveratrol inclusion body according to claim 1, characterized in that: The raw materials of the resveratrol inclusion body are composed of resveratrol, polyquaternium-51, pea maltodextrin, sulfobutyl-β-cyclodextrin, hydroxypropyl-β-cyclodextrin, water and alcohol.

7. The resveratrol inclusion body according to claim 6, characterized in that: The alcohol is an alcohol having 1 to 4 carbon atoms.

8. The resveratrol inclusion body according to claim 7, characterized in that: The alcohol includes methanol, ethanol, propanol or butanol.

9. The resveratrol inclusion body according to claim 1, characterized in that: Based on the total weight of the raw materials, the resveratrol inclusions include 1-5wt% of polyquaternium-51.

10. The resveratrol inclusion body according to claim 1, characterized in that: Based on the total weight of the raw materials, the resveratrol inclusions include 12-25 wt % of sulfobutyl-β-cyclodextrin.

11. The resveratrol inclusion body according to claim 1, characterized in that: Based on the total weight of the raw materials, the resveratrol inclusions include 14-20 wt % of sulfobutyl-β-cyclodextrin.

12. The resveratrol inclusion body according to claim 1, characterized in that: Based on the total weight of the raw materials, the resveratrol inclusions include 17-28 wt % of sulfobutyl-β-cyclodextrin.

13. The resveratrol inclusion body according to claim 1, characterized in that: Based on the total weight of the raw materials, the resveratrol inclusions include 40-70 wt % of hydroxypropyl-β-cyclodextrin.

14. The resveratrol inclusion body according to claim 1, characterized in that: Based on the total weight of the raw materials, the resveratrol inclusions include 65-75 wt % of hydroxypropyl-β-cyclodextrin.

15. The resveratrol inclusion body according to claim 1, characterized in that: Based on the total weight of the raw materials, the resveratrol inclusions include 42-56 wt % of hydroxypropyl-β-cyclodextrin.

16. The resveratrol inclusion body according to claim 1, characterized in that: The average particle size of the aqueous solution of the resveratrol inclusions is 1-10 nm.

17. A method for preparing resveratrol inclusions according to any one of claims 1 to 16, characterized in that: The method comprises the steps of mixing resveratrol, polyquaternium-51, pea maltodextrin, sulfobutyl-β-cyclodextrin and hydroxypropyl-β-cyclodextrin.

18. The preparation method according to claim 17, characterized in that: The method comprises the steps of: (1) mixing polyquaternium-51, pea maltodextrin, sulfobutyl-β-cyclodextrin and water to obtain phase A; (2) mixing hydroxypropyl-β-cyclodextrin, resveratrol and alcohol to obtain phase B; (3) Mixing phase A and phase B to obtain the resveratrol inclusion body as claimed in any one of claims 1 to 16.

19. The preparation method according to claim 18, characterized in that: The alcohols include alcohols having 1 to 4 carbon atoms.

20. The preparation method according to claim 19, characterized in that: The alcohol includes methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol or tert-butanol.

21. The preparation method according to claim 20, characterized in that: The alcohol is ethanol.

22. The preparation method according to claim 18, characterized in that: In step (2), the mixing temperature is room temperature.

23. The preparation method according to claim 18, characterized in that: In step (2), the mixing includes stirring.

24. The preparation method according to claim 23, characterized in that: The stirring speed is 600-700r.

25. The preparation method according to claim 18, characterized in that: In step (2), the mixing time is 1-10 hours.

26. The preparation method according to claim 25, characterized in that: The mixing time is 1.5-7 hours.

27. The preparation method according to claim 25, characterized in that: The mixing time is 2.5-4 hours.

28. The preparation method according to claim 25, characterized in that: The mixing time is 3-8 hours.

29. The preparation method according to claim 18, characterized in that: The mass ratio of the alcohol to water is 90:10-50:

50.

30. The preparation method according to claim 29, characterized in that: The mass ratio of the alcohol to water is 80:10-50:

50.

31. The preparation method according to claim 29, characterized in that: The mass ratio of the alcohol to water is 50:10-50:

50.

32. The preparation method according to claim 18, characterized in that: In step (3), the mixing includes adding phase A to phase B while stirring.

33. The preparation method according to claim 18, characterized in that: In step (3), the mixing time is 1-5 hours.

34. The preparation method according to claim 33, characterized in that: The mixing time is 1.5-4 hours.

35. The preparation method according to claim 18, characterized in that In step (3), phase A and phase B are mixed, filtered and frozen to obtain the solid resveratrol inclusions.

36. The preparation method according to claim 35, characterized in that The filtration includes suction filtration and normal pressure filtration.

37. The preparation method according to claim 35, characterized in that The filtrate obtained by the filtration is frozen after removing the solvent.

38. The preparation method according to claim 37, characterized in that The method for removing the solvent includes rotary evaporation and freeze drying.

39. The preparation method according to claim 35, characterized in that: The freezing is performed at -20 to -80°C for 1 to 10 hours.

40. Use of the resveratrol inclusions according to any one of claims 1 to 16 in cosmetics or skin care products.

41. The use according to claim 40, characterized in that The cosmetic or skin care product is applied to human skin.

42. The use according to claim 40, characterized in that The dosage forms of the cosmetics or cleaning products include lotions, creams, pure water solutions or facial masks.

43. A cosmetic or skin care product, characterized in that: The cosmetic or skin care product comprises the resveratrol inclusions according to any one of claims 1 to 16 and a cosmetically acceptable carrier.

44. The cosmetic or skin care product according to claim 43, characterized in that: The cosmetic or skin care product is applied to human skin.

45. The cosmetic or skin care product according to claim 43, characterized in that: The dosage forms of the cosmetics or cleaning products include lotions, creams, pure water solutions or facial masks.

46. ​​A method for preparing a cosmetic or cleaning product according to any one of claims 43 to 45, characterized in that: The method comprises the steps of: mixing a cosmetically acceptable carrier with the resveratrol inclusion body according to any one of claims 1 to 16 to obtain a cosmetic or skin care product according to any one of claims 43 to 45.

47. The preparation method according to claim 46, characterized in that The cosmetic or skin care product is applied to human skin.

48. The preparation method according to claim 46, characterized in that The dosage forms of the cosmetics or cleaning products include lotions, creams, pure water solutions or facial masks.

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