A modified oxidized resveratrol and its preparation method and application

Abstract

The present invention discloses a modified oxidized resveratrol and a preparation method and application thereof, comprising the following raw material components in weight percentage: 1-3% oxidized resveratrol, 5-10% water-soluble alcohol, 10-50% polyglyceryl nonionic surfactant, 1-5% oil-soluble ester, and 32-83% water. The nanovesicles formed by the preparation process of the present invention are stable. The present invention adopts a nonionic surfactant as a modifier to form a modified oxidized resveratrol with a stable nanovesicle structure, which greatly reduces the contact between oxidized resveratrol and oxygen and has better stability compared to the unwrapped technology. The modified oxidized resveratrol of the present invention promotes its transmission in the skin and increases its transdermal absorption performance, thereby enhancing its antioxidant, anti-glycation and whitening effects. At the same time, its water solubility is enhanced, the application rate of oxidized resveratrol in preparations is improved, and its application value in the fields of medicine and cosmetics is enhanced.

Description

Technical Field

[0001] The present invention relates to the technical field of cosmetics, and in particular to modified oxidized resveratrol and a preparation method and application thereof. Background Art

[0002] Oxidized resveratrol (OXY or ORV) is a naturally occurring polyphenol diphenylene that exists in mulberry and other moraceae plants, as well as in grapes, peanuts and other plants. Oxidized resveratrol is a colorless or light yellow rod-shaped crystal or needle-shaped crystal. As a homologue of resveratrol, oxidized resveratrol has a variety of beneficial biological activities, such as tyrosinase (an enzyme required by animals and plants in the process of synthesizing melanin) inhibitory activity, fruit and vegetable antiseptic and antibacterial activity, anti-herpes simplex virus activity, anti-varicella zoster virus activity and anti-HIV activity, and also has anti-inflammatory and detumescent, antioxidant, anti-glycation, anti-cell apoptosis and neuroprotective effects.

[0003] Oxyresveratrol has the following structure:

[0004]

[0005] Compared with resveratrol (Res), it has an additional hydroxyl group at the meta position of the hydroxyl group on the 2-benzene ring of the 1,2-stilbene skeleton, which prolongs the electron-rich conjugated system and makes it more susceptible to oxidation than Res. Therefore, the antioxidant activity of OXY is stronger than that of Res.

[0006] Although oxidized resveratrol has high biological activity, it is easily oxidized and unstable at high temperatures and in formulations due to its reducing properties. It also has extremely poor water solubility. It is also unstable under light conditions and is easily metabolized. It also has poor transdermal absorption and low bioavailability. With the development of technology, how to improve the stability, water solubility and transdermal absorption of oxidized resveratrol when preparing it has gradually become a hot research direction, but there are relatively few studies on the transdermal absorption of oxidized resveratrol.

[0007] Therefore, a modified oxidized resveratrol is provided, which can improve the transdermal absorption performance of the oxidized resveratrol and also has good stability and water solubility, which is of great significance for promoting the application of oxidized resveratrol. Summary of the invention

[0008] In order to overcome the deficiencies of the prior art, the first object of the present invention is to provide a modified oxidized resveratrol. The present invention adopts mild materials and deformable vesicle technology to improve the transdermal absorbability, stability and water solubility of the oxidized resveratrol.

[0009] The second purpose of the present invention is to provide a method for preparing the modified oxidized resveratrol.

[0010] The third purpose of the present invention is to provide an application of the modified oxidized resveratrol.

[0011] One of the purposes of the present invention can be achieved by adopting the following technical solution:

[0012] A modified oxidized resveratrol, which is a vesicle structure, comprises the following raw material components in weight percentage: 1-3% oxidized resveratrol, 5-10% water-soluble alcohol, 10-50% polyglycerol-based nonionic surfactant, 1-5% oil-soluble ester, and 32-83% water.

[0013] Furthermore, the modified oxidized resveratrol comprises the following raw material components in weight percentage: 1-3% oxidized resveratrol, 6-9% water-soluble alcohol, 20-40% polyglycerol-based nonionic surfactant, 2-4% oil-soluble ester, and 45-70% water.

[0014] Furthermore, the water-soluble alcohol is one or a combination of two or more polyols, and the oil-soluble ester is sorbitan palmitate.

[0015] Furthermore, the polyglyceryl nonionic surfactant is a combination of one or both of polyglyceryl-10 laurate and polyglyceryl-10 dipalmitate.

[0016] Furthermore, the mass ratio of polyglyceryl-10 laurate to polyglyceryl-10 dipalmitate in the polyglyceryl nonionic surfactant is 1:(0.25-2).

[0017] The second purpose of the present invention can be achieved by adopting the following technical solutions:

[0018] A method for preparing any of the above-mentioned modified oxidized resveratrol comprises the following steps:

[0019] S1, dissolving resveratrol oxide in water-soluble alcohol, adding polyglycerol nonionic surfactant and oil-soluble ester, stirring and heating to obtain a first mixed solution;

[0020] S2, continue to add water to the first mixed solution obtained in step S1, mix and stir to obtain a uniform emulsion;

[0021] S3, homogenizing the emulsion obtained in step S2 to obtain the modified oxidized resveratrol.

[0022] Furthermore, after adding the polyglycerol nonionic surfactant in step S1, the temperature is controlled to be 50-80°C.

[0023] Furthermore, in the homogenization process in step S3, the pressure is 500 bar-1500 bar, and the number of cycles is 4-8 times to obtain the modified oxidized resveratrol.

[0024] The third object of the present invention can be achieved by adopting the following technical solutions:

[0025] Application of any of the above-mentioned modified oxidized resveratrol or the modified oxidized resveratrol prepared by any of the above-mentioned methods for preparing modified oxidized resveratrol. The modified oxidized resveratrol is used in antioxidant products and / or in products that inhibit tyrosinase.

[0026] Furthermore, the modified oxidized resveratrol accounts for 0.1 to 8% by mass in the antioxidant product and / or the tyrosinase inhibition product.

[0027] Compared with the prior art, the present invention has the following beneficial effects:

[0028] 1. The modified oxidized resveratrol of the present invention uses a nonionic surfactant as a modifier. Since it has a hydrophobic end and a hydrophilic end, it forms nanovesicles through charge self-assembly, and can spontaneously encapsulate the oxidized resveratrol in a bilayer, thereby forming a modified oxidized resveratrol with a stable nanovesicle structure. Compared with the unencapsulated technology, the contact between the oxidized resveratrol and oxygen is greatly reduced, and the stability is better. The modified oxidized resveratrol of the present invention promotes its transmission in the skin and increases its transdermal absorption performance, thereby enhancing its antioxidant, anti-glycation and whitening effects. At the same time, it solves the problem that conventional oxidized resveratrol is not well soluble in water, enhances its water solubility, improves the application of oxidized resveratrol in preparations, enhances the stability of oxidized resveratrol, and can improve its application value in the fields of food, medicine, health care and cosmetics.

[0029] 2. The preparation method of the modified oxidized resveratrol of the present invention uses a nonionic surfactant as a modifier. Since the nonionic surfactant has a hydrophobic end and a hydrophilic end, it forms nanovesicles through charge self-assembly, and the oxidized resveratrol can be spontaneously encapsulated in a bilayer, wherein the encapsulation preferably adopts a high-pressure homogenization cycle treatment, which is simple to operate and quick to prepare. The use of a high-pressure homogenization cycle treatment can improve the uniformity and stability of the product and reduce the reaction time.

[0030] 3. The present invention directly uses the modified oxidized resveratrol in antioxidant products and tyrosinase inhibition products as an auxiliary agent or main ingredient, which has good water solubility and stability, and can also improve its transdermal absorption performance. BRIEF DESCRIPTION OF THE DRAWINGS

[0031] Figure 1 It is a comparison chart of the penetration promotion test data of Example 1 and Comparative Example 1. DETAILED DESCRIPTION

[0032] The technical solution of the present invention will be clearly and completely described below in conjunction with specific embodiments. Obviously, the described embodiments are only partial embodiments of the present invention, not all embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without making creative work are within the scope of protection of the present invention.

[0033] Unless otherwise specified, the experimental methods used in the following experimental examples are all conventional methods; the materials and reagents used are reagents and materials that can be obtained from commercial channels unless otherwise specified.

[0034] At present, the publicly known oxidized resveratrol has antioxidant, anti-inflammatory, anti-tumor, anti-hyperlipidemic and neuroprotective effects, and also has biological activities such as improving Parkinson's disease. Compared with resveratrol, oxidized resveratrol has stronger antioxidant properties and can also inhibit the activity of tyrosinase. Oxidized resveratrol is used in multiple fields because of its high biological activity. The oxidized resveratrol prepared by the existing preparation method has a good improvement in water solubility and stability, but it has not improved its transdermal absorption performance. In addition, there are some oxidized resveratrols made using Tween surfactants, which have a certain increase in water solubility, stability and bioavailability, but the surfactant selected is Tween, which is a medium-risk component in the EWG classification, and has certain risks to the body and health. Therefore, it is particularly important to prepare modified oxidized resveratrol using mild materials to improve its transdermal absorption performance while improving its water solubility and stability. Therefore, the present invention provides a modified oxidized resveratrol and its preparation method and application.

[0035] A modified oxidized resveratrol is a vesicle structure and comprises the following raw material components in weight percentage: 1-3% oxidized resveratrol, 5-10% water-soluble alcohol, 10-50% polyglycerol-based nonionic surfactant, 1-5% oil-soluble ester, and 32-83% water.

[0036] In one embodiment, the water-soluble alcohol is one or a combination of two or more polyols, and the oil-soluble ester is sorbitan palmitate.

[0037] Among them, the preferred water-soluble alcohol is butanediol.

[0038] The nonionic surfactant has a lipophilic end and a hydrophilic end, and it can form a vesicle structure by self-assembly through the intermolecular action and electrostatic action by utilizing the hydrophilic-lipophilic balance and stacking parameters. The hydrophilic end can be adjusted by adding water-soluble alcohol to the polyglycerol-based nonionic surfactant, and the lipophilic end can be adjusted by adding oil-soluble ester. The present application adopts a nonionic surfactant matching the hydrophilic-lipophilic balance and stacking parameters, and forms a hydrophilic inner cavity and an lipophilic capsule wall through the intermolecular action, so that the oxidized resveratrol can be spontaneously wrapped in a bilayer to form a stable nano-vesicle oxidized resveratrol, thereby adjusting the size and stability of the vesicle. Compared with the traditional method of encapsulating oxidized resveratrol with lecithin or cyclodextrin, the vesicle structure formed by encapsulating oxidized resveratrol with the nonionic surfactant selected in the present application is a single-chain structure, and its structural deformation ability is stronger. At the same time, the addition of water-soluble alcohol and oil-soluble ester can increase the application of oxidized resveratrol in the preparation, enhance the stability of oxidized resveratrol, and thus improve the bioavailability of oxidized resveratrol.

[0039] In one embodiment, the polyglyceryl nonionic surfactant is one or both of polyglyceryl-10 laurate and polyglyceryl-10 dipalmitate.

[0040] The molecular weight of the polyglyceryl nonionic surfactant is above 760, wherein the molecular weight of the preferred polyglyceryl nonionic surfactant is 800-1500. Polyglyceryl-10 laurate has excellent emulsifying properties, and can show better oxidation stability and acid-base stability compared with other surfactants. Due to its polyhydroxy hydrophilic structure, it has good water-locking function and moisturizing effect. It does not contain epoxy and EO structures, and the raw materials are all plant-derived, green and safe, non-irritating to the skin, and it also has certain antibacterial properties. Polyglyceryl-10 dipalmitate can improve the compatibility of anionic surfactants with the skin, and it can effectively release the effective components in cosmetics and the ability to penetrate the human body surface, and improve their water holding capacity and enhance the effect of the effective components. Therefore, using one or both of polyglyceryl-10 laurate and polyglyceryl-10 dipalmitate can better play the role of oxidized resveratrol and enhance its transdermal absorption performance.

[0041] In one embodiment, the mass ratio of polyglyceryl-10 laurate to polyglyceryl-10 dipalmitate in the polyglyceryl nonionic surfactant is 1:(0.25-2).

[0042] The mass ratio of polyglyceryl-10 laurate to polyglyceryl-10 dipalmitate is 1:(0.25-2), and the different mass ratios of the two affect the size of the vesicle lumen and the firmness of the outer vesicle wall. The mass of polyglyceryl-10 dipalmitate is 0.25-2 times that of polyglyceryl-10 laurate, and within this multiple range, nanovesicles of stable size and size can be effectively prepared.

[0043] In one embodiment, the temperature is controlled at 50-80° C. after adding the polyglycerol nonionic surfactant.

[0044] Temperature can promote the polyglycerol-based nonionic surfactant to form nanovesicles better, so the temperature is 50-80° C. At this temperature, oxidized resveratrol can be better formed into modified oxidized resveratrol.

[0045] In one embodiment, the pressure in the homogenization circulation treatment is 500 bar-1500 bar, the number of cycles is 4-8 times, and the transparent to translucent liquid obtained is the modified oxidized resveratrol.

[0046] When homogenizing and circulating treatment is used, the pressure and the number of cycles can affect the uniformity and stability of the product. If the pressure is too low, vesicles cannot be formed and only ordinary emulsions can be formed; if the pressure is too high, the pressure value is easily unstable, the equipment requirements are too high, and the temperature rises too quickly, which will affect the stability of oxidized resveratrol. Therefore, processing under the conditions of a pressure of 500bar-1500bar and a number of cycles of 4-8 times can improve the uniformity and stability of oxidized resveratrol.

[0047] The present invention also provides an application of any of the above-mentioned modified oxidized resveratrol, wherein the modified oxidized resveratrol is directly used as an auxiliary agent or main component in antioxidant products and / or tyrosinase inhibition products. When the modified oxidized resveratrol of the present invention is used as an auxiliary agent or main component in a product, it has good water solubility and stability, and can also improve its transdermal absorption performance.

[0048] The modified oxidized resveratrol and its preparation method of the present invention are described below with specific examples.

[0049] Example 1

[0050] Preparation of modified oxidized resveratrol

[0051] The preparation method of oxidized resveratrol comprises the following steps:

[0052] (1) dissolving 1% oxidized resveratrol in 5% butylene glycol, adding 10% polyglyceryl-10 laurate, 10% polyglyceryl-10 dipalmitate, and 5% sorbitan palmitate, then heating to 50° C. and mixing well to obtain a mixed solution;

[0053] (2) pouring 69% water at 50° C. into the mixed solution in step (1), stirring evenly, and then homogenizing with a homogenizer at 5000 rpm to obtain an emulsion;

[0054] (3) The emulsion obtained in step (2) is homogenized 8 times at a pressure of 500 bar to obtain a translucent liquid, which is the modified oxidized resveratrol.

[0055] Example 2

[0056] The preparation method of oxidized resveratrol comprises the following steps:

[0057] (1) dissolving 5% oxidized resveratrol in 10% butylene glycol, adding 10% polyglyceryl-10 laurate, 15% polyglyceryl-10 dipalmitate, and 3% sorbitan palmitate, then heating to 80° C. and mixing well to obtain a mixed solution;

[0058] (2) pouring 57% water at 80° C. into the mixed solution in step (1), stirring evenly, and then homogenizing with a homogenizer at 5000 rpm to obtain an emulsion;

[0059] (3) The emulsion obtained in step (2) is homogenized 6 times at a pressure of 1000 bar to obtain a translucent liquid, which is the modified oxidized resveratrol.

[0060] Example 3

[0061] The preparation method of oxidized resveratrol comprises the following steps:

[0062] (1) dissolving 3% oxidized resveratrol in 8% butylene glycol, adding 30% polyglyceryl-10 laurate, 20% polyglyceryl-10 dipalmitate, and 2% sorbitan palmitate, then heating to 60° C. and mixing well to obtain a mixed solution;

[0063] (2) pouring 37% water at 60° C. into the mixed solution in step (1), stirring evenly, and then homogenizing with a homogenizer at 5000 rpm to obtain an emulsion;

[0064] (3) The emulsion obtained in step (2) is homogenized 5 times at a pressure of 1500 bar to obtain a translucent liquid, which is the modified oxidized resveratrol.

[0065] Example 4

[0066] The preparation method of oxidized resveratrol comprises the following steps:

[0067] (1) dissolving 3% oxidized resveratrol in 10% butylene glycol, adding 25% polyglycerol-10 laurate and 2% sorbitan palmitate, then heating to 70° C. and mixing well to obtain a mixed solution;

[0068] (2) pouring 60% water at 70° C. into the mixed solution in step (1), stirring the mixture evenly, and then homogenizing the mixture at 5000 rpm using a homogenizer to obtain an emulsion;

[0069] (3) The emulsion obtained in step (2) is homogenized 5 times at a pressure of 1500 bar to obtain a translucent liquid, which is the modified oxidized resveratrol.

[0070] Example 5

[0071] The preparation method of oxidized resveratrol comprises the following steps:

[0072] (1) dissolving 3% oxidized resveratrol in 10% butylene glycol, adding 15% polyglycerol-10 dipalmitate and 2% sorbitan palmitate, then heating to 70° C. and mixing well to obtain a mixed solution;

[0073] (2) Pour 70% water at 70° C. into the mixed solution in step (1), stir evenly, and then homogenize with a homogenizer at 5000 rpm to obtain an emulsion;

[0074] (3) The emulsion obtained in step (2) is homogenized 5 times at a pressure of 1500 bar to obtain a translucent liquid, which is the modified oxidized resveratrol.

[0075] Example 6

[0076] The preparation method of oxidized resveratrol comprises the following steps:

[0077] (1) dissolving 3% oxidized resveratrol in 10% butylene glycol, adding 10% polyglyceryl-10 laurate, 15% polyglyceryl-10 dipalmitate, and 3% sorbitan palmitate, then heating to 70° C. and mixing well to obtain a mixed solution;

[0078] (2) pouring 59% water at 70° C. into the mixed solution in step (1), stirring the mixture evenly, and then homogenizing the mixture at 5000 rpm using a homogenizer to obtain an emulsion;

[0079] (3) The emulsion obtained in step (2) was homogenized 8 times under a pressure of 300 bar to obtain an oxidized resveratrol emulsion.

[0080] Comparative Example 1

[0081] Oxidized resveratrol is not packaged using the preparation method of the present invention.

[0082] Comparative Example 2

[0083] (1) dissolving 3% oxidized resveratrol in 10% butanediol, adding 10% Tween 80 and 3% sorbitan palmitate, then heating to 70° C. and mixing well to obtain a mixed solution;

[0084] (2) pouring 74% water at 70° C. into the mixed solution in step (1), stirring the mixture evenly, and then homogenizing the mixture at 5000 rpm using a homogenizer to obtain an emulsion;

[0085] (3) The emulsion obtained in step (2) was homogenized 6 times at a pressure of 1000 bar to obtain an oxidized resveratrol emulsion.

[0086] Comparative Example 3

[0087] The preparation method of oxidized resveratrol comprises the following steps:

[0088] (1) dissolving 3% oxidized resveratrol in 10% butylene glycol, adding 10% polyglycerol-10 laurate, heating to 70° C., and mixing well to obtain a mixed solution;

[0089] (2) pouring 62% water at 70° C. into the mixed solution in step (1), stirring the mixture evenly, and then homogenizing the mixture at 5000 rpm using a homogenizer to obtain an emulsion;

[0090] (3) The emulsion obtained in step (2) was homogenized 7 times under a pressure of 800 bar to obtain an oxidized resveratrol emulsion.

[0091] Comparative Example 4

[0092] The preparation method of oxidized resveratrol comprises the following steps:

[0093] (1) 3% oxidized resveratrol, 10% polyglycerol-10 laurate and 5% sorbitan palmitate are heated to 70° C. and mixed to obtain a mixed solution;

[0094] (2) pouring 69% water at 70° C. into the mixed solution in step (1), stirring evenly, and then homogenizing with a homogenizer at 5000 rpm to obtain an emulsion;

[0095] (3) The emulsion obtained in step (2) was homogenized 7 times under a pressure of 800 bar to obtain an oxidized resveratrol emulsion.

[0096] Effect evaluation and testing

[0097] (1) Penetration promotion test

[0098] Franz diffusion cell test: using ex vivo pig skin test, the exposed skin area in the diffusion cell is 1.35cm 2, the volume of the receiving chamber is 4.3mL. A phosphate buffer solution with a pH of 5.8 and anhydrous ethanol in a volume ratio of 50:50 was used as the receiving solution. 200μL of the emulsions of Examples 1-6 and Comparative Examples 1-2 were taken respectively and evenly applied on the skin, and covered with a film to prevent evaporation. The transdermal absorption of the oxidized resveratrol emulsion was tested by HPLC at 1h, 3h, 6h, 12h, 24h, and 48h, and the effects of different treatments on the cumulative amount of in vitro pig skin penetration at different times were recorded. The unit of the cumulative amount of penetration is μg / cm 2 The results are shown in Tables 1 and Figure 1 shown.

[0099] Table 1 Penetration promotion test results of Examples 1-6 and Comparative Examples 1-4

[0100]

[0101]

[0102] It can be seen from the data in Table 1 that different treatments have different effects on the cumulative amount of in vitro pig skin permeation. The cumulative amount of in vitro pig skin permeation of Examples 1-6 is better than that of Comparative Example 1. The modified oxidized resveratrol of the present invention has higher transdermal absorption performance than the unencapsulated oxidized resveratrol, which improves its effect on the skin. Among them, the cumulative amount of permeation of Example 2 reaches 172 μg / cm 2 ,, the cumulative penetration effect is the best. Comparative Example 3 lacks oil-soluble esters relative to Examples 1-6, and Comparative Example 4 lacks water-soluble alcohol relative to Examples 1-6. The cumulative penetration of Examples 1-6 is all 143 μg / cm 2 The cumulative penetration of Comparative Example 3 is 101 μg / cm 2 The cumulative penetration of comparative example 4 is 107 μg / cm 2 . Obviously, the transdermal absorption performance of Examples 1-6 is better than that of Comparative Examples 3 and 4. A single nonionic surfactant cannot form vesicles but forms micelles. The present invention adjusts the water-oil balance of the nonionic surfactant by adding water-soluble alcohol and oil-soluble ester, and uses a nonionic surfactant with a matching hydrophilic-lipophilic balance and stacking parameters to form encapsulated vesicles. Comparative Examples 3 and 4 only form ordinary micelles and do not form vesicle structures. The stability and transdermal absorption performance of the encapsulated oxidized resveratrol are relatively low. In addition, by Figure 1 The data also show that the cumulative permeation amount of Example 1 is significantly better than that of the unencapsulated sample, further indicating that the nano-encapsulation process using this process improves the permeability of oxidized resveratrol, improves the transdermal absorption performance of oxidized resveratrol, and enhances its effect on the skin.

[0103] (2) Zebrafish experiment inhibits melanin production

[0104] The spawning test was conducted using wild-type AB strain zebrafish (Danio rerio) from a reliable source. Healthy zebrafish embryos 6 to 8 hours after fertilization were selected. Blank group: 20 fish embryos were randomly selected and transferred to a 96-well plate, with each well containing 1 embryo and 0.2 mL of fish embryo culture medium / solvent solution. Positive group: 20 fish embryos were randomly selected and transferred to a 96-well plate, with each well containing one fish embryo and phenylthiourea working solution. In the test substance 1 group, 60 fish embryos were randomly selected and transferred to a 96-well plate, with each well containing one fish embryo and 0.2 mL of test substance 1. In the test substance 2 group, 80 fish embryos were randomly selected and transferred to a 96-well plate, with each well containing one fish embryo and 0.2 mL of test substance 2. In the test substance 3 group, 60 fish embryos were randomly selected and transferred to a 96-well plate, with each well containing one fish embryo and 0.2 mL of test substance 3. Among them, test substance 1 is composed of the modified oxidized resveratrol of Example 2 and fish embryo culture medium / solvent solution, and test substance 1 includes 3 experimental groups with different addition amounts of modified resveratrol; test substance 2 is composed of the unencapsulated oxidized resveratrol of Example 1 and fish embryo culture medium / solvent solution, and test substance 2 includes 4 experimental groups with different addition amounts of unencapsulated resveratrol; test substance 3 is composed of the oxidized resveratrol of Example 3 and fish embryo culture medium / solvent solution, and test substance 3 includes 3 experimental groups with different addition amounts of unencapsulated resveratrol.

[0105] Table 2 Data of zebrafish experiment on inhibition of melanin production

[0106]

[0107]

[0108] As can be seen from Table 2, the oxidized resveratrol of Example 2, Comparative Example 1 and Comparative Example 3, which are not encapsulated, are subjected to the zebrafish test to inhibit melanin production. The melanin inhibition rate of the oxidized resveratrol of Test Group 1 is above 19%, and when the content of oxidized resveratrol is 0.09%, the melanin inhibition rate reaches 49%, and both have whitening effects; while Test Groups 2 and 3 have no whitening effects. It can be clearly shown that the whitening effect of the oxidized resveratrol encapsulated by the vesicles made of nonionic surfactants in this application is greatly improved compared with the unencapsulated oxidized resveratrol.

[0109] In summary, the oxidized resveratrol encapsulated by the nanovesicle technology of the present invention improves the transdermal absorbability of the oxidized resveratrol through the deformable vesicle technology, promotes its transmission in the skin, increases its transdermal absorption efficiency, thereby enhancing its antioxidant, anti-glycation and whitening effects. At the same time, the problem that oxidized resveratrol is not well soluble in water is solved, its water solubility is enhanced, and the application of oxidized resveratrol in preparations is improved, which can improve its application value in the fields of food, medicine, health care and cosmetics. The preparation method of oxidized resveratrol of the present invention is oxidized resveratrol encapsulated by nanovesicles, which has the effect of reducing the contact of oxidized resveratrol with oxygen and thus improving stability relative to the unencapsulated technology. The encapsulation of the present invention adopts high-pressure homogenization circulation treatment, which is easy to operate and quick to prepare.

[0110] For those skilled in the art, various other corresponding changes and deformations can be made according to the technical solutions and concepts described above, and all of these changes and deformations should fall within the protection scope of the claims of the present invention.

Claims

1. A modified oxidized resveratrol, characterized in that: The modified oxidized resveratrol is a vesicle structure, which is a single-chain structure and includes the following raw material components in weight percentage: 1-3% oxidized resveratrol, 5-10% water-soluble alcohol, 10-50% polyglyceryl nonionic surfactant, 1-5% oil-soluble ester, and 32-83% water; wherein the polyglyceryl nonionic surfactant is a mixture of polyglyceryl-10 laurate and polyglyceryl-10 dipalmitate, with a mass ratio of 1:(0.25-2), the water-soluble alcohol is butanediol, and the oil-soluble ester is sorbitan palmitate.

2. The modified oxidized resveratrol according to claim 1, characterized in that: The raw material components include the following weight percentages: 1-3% oxidized resveratrol, 6-9% water-soluble alcohol, 20-40% polyglycerol nonionic surfactant, 2-4% oil-soluble esters, 45-70% water.

3. A method for preparing modified oxidized resveratrol according to any one of claims 1 to 2, characterized in that: The following steps are involved: S1, dissolving oxidized resveratrol in a water-soluble alcohol, adding a polyglycerol-based nonionic surfactant and an oil-soluble ester, stirring and heating to obtain a first mixed solution; S2, continue to add water to the first mixed solution prepared in step S1, mix and stir to obtain a uniform emulsion; S3, homogenizing the emulsion obtained in step S2 to obtain the modified oxidized resveratrol.

4. The method for preparing modified oxidized resveratrol according to claim 3, characterized in that: After adding the polyglycerol nonionic surfactant in step S1, the temperature is controlled to be 50-80°C.

5. The method for preparing modified oxidized resveratrol according to claim 3, characterized in that: The pressure in the homogenization process in step S3 is 500 bar-1500 bar, and the number of cycles is 4-8 times to obtain the modified oxidized resveratrol.

6. Use of the modified oxidized resveratrol according to any one of claims 1 to 2 or the modified oxidized resveratrol prepared by the preparation method of the modified oxidized resveratrol according to any one of claims 3 to 5, characterized in that: The modified oxidized resveratrol is used in antioxidant products and / or in tyrosinase inhibition products.

7. The use of modified oxidized resveratrol according to claim 6, characterized in that: The modified oxidized resveratrol accounts for 0.1-8% by weight in the antioxidant product and / or the tyrosinase inhibition product.

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