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CN115813781B - A modified oxidized resveratrol and its preparation method and application - Google Patents

A modified oxidized resveratrol and its preparation method and application Download PDF

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CN115813781B
CN115813781B CN202211447222.9A CN202211447222A CN115813781B CN 115813781 B CN115813781 B CN 115813781B CN 202211447222 A CN202211447222 A CN 202211447222A CN 115813781 B CN115813781 B CN 115813781B
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resveratrol
oxidized resveratrol
modified oxidized
water
oxide
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CN115813781A (en
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张建华
郭文姣
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Nord Traceability Guangzhou Biotechnology Co ltd
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Nord Traceability Guangzhou Biotechnology Co ltd
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Abstract

本发明公开了一种改性氧化白藜芦醇及其制备方法和应用,包括以下重量百分比计的原料组分:1‑3%氧化白藜芦醇,5‑10%水溶性醇,10‑50%聚甘油基非离子表面活性剂,1‑5%油溶性酯,32‑83%水。本发明的制备工艺形成的纳米囊泡稳定。本发明采用非离子表面活性剂作为改性剂,形成具有稳定纳米囊泡结构的改性氧化白藜芦醇,相对于未包裹的技术,大大减少了氧化白藜芦醇与氧气的接触,稳定性更好。本发明的改性氧化白藜芦醇,促进了其在皮肤的传输,增加其透皮吸收的性能,从而增强了其抗氧化,抗糖化和美白的效果。同时增强其水溶性,提高了氧化白藜芦醇在制剂中的应用率,增强了其在医药和化妆品领域的应用价值。

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

Modified resveratrol oxide and preparation method and application thereof
Technical Field
The invention relates to the technical field of cosmetics, in particular to modified resveratrol oxide, and a preparation method and application thereof.
Background
Resveratrol oxide (OXY or ORV) is a naturally occurring polyphenol stilbene that is present in Moraceae plants such as mulberry, and also in plants such as grape, peanut, etc. Resveratrol oxide is colorless or pale yellow rod-like crystal or needle-like crystal. The oxidized resveratrol is used as a homolog of the resveratrol, has various beneficial biological activities, such as tyrosinase (Tyrosinase, an enzyme which is necessary for the process of synthesizing melanin) inhibitory activity, fruit and vegetable antiseptic antibacterial activity, anti-herpes simplex virus activity, anti-varicella zoster virus activity, anti-HIV and other activities, and also has the effects of anti-inflammatory detumescence, antioxidation, anti-saccharification, anti-apoptosis, neuroprotection and the like.
Oxidized resveratrol has the following structure:
Compared with resveratrol (Res), it has one more hydroxyl group in the meta position of the hydroxyl group in the 2-position benzene ring of 1, 2-diphenyl ethylene skeleton, and prolonged conjugated system with rich electron, so that it is more easily oxidized than Res, and thus the oxidation resistance of OXY is stronger than Res.
Although the resveratrol oxide has higher bioactivity, the resveratrol oxide is easily oxidized and unstable due to the reducibility in high-temperature and formula preparations, has extremely poor water solubility, is unstable under illumination conditions, is extremely easy to metabolize, has poor transdermal absorption effect and has lower bioavailability. With the development of technology, how to improve the stability, water solubility and transdermal absorbability of the resveratrol during the preparation of the resveratrol is gradually becoming the direction of intense research, but the research on the transdermal absorbability of the resveratrol is relatively few at present.
Therefore, the modified resveratrol can improve the transdermal absorption performance of the resveratrol, has better stability and water solubility, and has important significance for popularization of application of the resveratrol.
Disclosure of Invention
In order to overcome the defects of the prior art, the first aim of the invention is to provide the modified resveratrol oxide, which adopts mild materials and improves the percutaneous absorbability, the stability and the water solubility of the resveratrol oxide by a deformable vesicle technology.
The second purpose of the invention is to provide a preparation method of the modified resveratrol oxide.
The third object of the present invention is to provide an application of the above modified resveratrol oxide.
One of the purposes of the invention can be achieved by adopting the following technical scheme:
The modified resveratrol oxide is of a vesicle structure and comprises the following raw material components, by weight, 1-3% of resveratrol oxide, 5-10% of water-soluble alcohol, 10-50% of polyglyceryl nonionic surfactant, 1-5% of oil-soluble ester and 32-83% of water.
Further, the modified resveratrol oxide comprises the following raw materials, by weight, 1-3% of resveratrol oxide, 6-9% of water-soluble alcohol, 20-40% of polyglyceryl nonionic surfactant, 2-4% of oil-soluble ester and 45-70% of water.
Further, the water-soluble alcohol is one or a combination of more than two polyols, and the oil-soluble ester is sorbitan palmitate.
Further, the polyglyceryl nonionic surfactant is one or a combination of two of polyglyceryl-10 laurate and polyglyceryl-10 dipalmitate.
Further, the mass ratio of the polyglycerol-10 laurate to the polyglycerol-10 dipalmitate in the polyglycerol-based nonionic surfactant is 1 (0.25-2).
The second aim of the invention can be achieved by adopting the following technical scheme:
the preparation method of the modified resveratrol oxide, which is any one of the above, comprises the following steps:
s1, dissolving resveratrol oxide in water-soluble alcohol, adding a polyglycerol nonionic surfactant and oil-soluble ester, stirring and heating to obtain a first mixed solution;
s2, continuously adding water into the first mixed solution prepared in the step S1, and mixing and stirring to obtain uniform emulsion;
And S3, homogenizing the emulsion obtained in the step S2 to obtain the modified resveratrol oxide.
Further, in the step S1, the temperature is controlled to be 50-80 ℃ after the polyglycerol nonionic surfactant is added.
Further, in the step S3, the pressure in the homogenizing treatment is 500bar-1500bar, and the cycle times are 4-8 times, so as to obtain the modified resveratrol oxide.
The third object of the invention can be achieved by adopting the following technical scheme:
The modified resveratrol or the application of the modified resveratrol prepared by the preparation method of the modified resveratrol, wherein the modified resveratrol is used for antioxidant products and/or tyrosinase inhibition products.
Further, the mass ratio of the modified oxidized resveratrol in the antioxidant product and/or the tyrosinase inhibition product is 0.1-8%.
Compared with the prior art, the invention has the beneficial effects that:
1. according to the modified resveratrol oxide, the nonionic surfactant is used as the modifier, and the nano vesicle is formed through charge self-assembly due to the fact that the nonionic surfactant is provided with the hydrophobic end and the hydrophilic end, so that the resveratrol oxide can be spontaneously wrapped in the bilayer, and the modified resveratrol oxide with a stable nano vesicle structure is formed. The modified oxidized resveratrol provided by the invention promotes the transmission of the resveratrol in skin and increases the transdermal absorption performance of the resveratrol, so that the effects of antioxidation, anti-saccharification and whitening of the resveratrol are enhanced. Meanwhile, the problem that the conventional resveratrol oxide is not well dissolved in water is solved, the water solubility of the resveratrol oxide is enhanced, the application of the resveratrol oxide in a preparation is improved, the stability of the resveratrol oxide is enhanced, and the application value of the resveratrol oxide in the fields of food, medicine, health care and cosmetics can be improved.
2. According to the preparation method of the modified resveratrol oxide, the nonionic surfactant is used as the modifier, and the nonionic surfactant is provided with the hydrophobic end and the hydrophilic end, so that the nanometer vesicle is formed through charge self-assembly, the resveratrol oxide can be spontaneously wrapped in the bilayer, and the wrapping is preferably carried out by adopting high-pressure homogenizing circulation treatment, so that the operation is simple and convenient, and the preparation is rapid. The high-pressure homogenizing cycle treatment can improve the uniformity and stability of the product and reduce the reaction time.
3. The modified resveratrol is directly used as an auxiliary agent or a main component in an antioxidant product and a neuraminidase inhibition product, has good water solubility and stability, and can improve the transdermal absorption performance.
Drawings
FIG. 1 is a graph comparing permeation promotion test data of example 1 with that of comparative example 1.
Detailed Description
The technical scheme of the present invention will be clearly and completely described in the following in connection with specific embodiments. It will be apparent that the described embodiments are merely some, but not all, embodiments of the invention. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
The test methods used in the following examples are conventional methods unless otherwise specified, and the materials, reagents, etc. used are commercially available reagents and materials unless otherwise specified.
Currently, the publicly known oxidized resveratrol has the functions of resisting oxidization, inflammation, tumor, hyperlipidemia and neuroprotection, and also has the biological activities of improving parkinsonism and the like. Compared with resveratrol, the oxidized resveratrol has stronger oxidation resistance, and can inhibit the activity of the aminopeptidase. Oxidized resveratrol has high bioactivity and is applied to various fields. The water solubility and stability of the resveratrol oxide prepared by the existing preparation method are better improved, but the transdermal absorption performance of the resveratrol oxide cannot be improved. In addition, some oxidized resveratrol prepared by using tween surfactants has a certain rise in water solubility, stability and bioavailability, but the selected surfactant is tween, and is a medium risk component in the EWG classification, so that the oxidized resveratrol has a certain risk for body and health. Therefore, the modified resveratrol oxide prepared by adopting the mild material is particularly important to improve the water solubility and stability and the transdermal absorption performance. The invention provides a modified resveratrol oxide and a preparation method and application thereof.
The modified resveratrol oxide is of a vesicle structure and comprises the following raw material components, by weight, 1-3% of resveratrol oxide, 5-10% of water-soluble alcohol, 10-50% of polyglyceryl nonionic surfactant, 1-5% of oil-soluble ester and 32-83% of water.
In one embodiment, the water-soluble alcohol is one or a combination of more than two polyols and the oil-soluble ester is sorbitan palmitate.
Among these, the preferred water-soluble alcohol is butanediol.
Nonionic surfactants have an oleophilic end and a hydrophilic end, which can self-assemble to form vesicle structures by intermolecular and electrostatic interactions using hydrophilic-lipophilic balance and stacking parameters. The polyglyceryl nonionic surfactant can be added to the water-soluble alcohol to adjust the hydrophilic end, and the oil-soluble ester can be added to adjust the lipophilic end. According to the application, a non-ionic surfactant with matched hydrophilic-lipophilic balance and stacking parameters is adopted, a hydrophilic inner cavity and a lipophilic capsule wall are formed through intermolecular action, and the oxidized resveratrol can be spontaneously wrapped in a bilayer to form the oxidized resveratrol of a stable nano vesicle, so that the size and stability of the vesicle are regulated. Compared with the traditional mode of wrapping the resveratrol oxide with lecithin or cyclodextrin, the vesicle structure formed by wrapping the resveratrol oxide with the nonionic surfactant is of a single-chain structure, and the structure deformation capability of the vesicle structure is stronger. Meanwhile, the application of the resveratrol oxide in the preparation can be increased by adding the water-soluble alcohol and the oil-soluble ester, and the stability of the resveratrol oxide is enhanced, so that the bioavailability of the resveratrol oxide is improved.
In one embodiment, the polyglyceryl nonionic surfactant is one or both of polyglyceryl-10 laurate and polyglyceryl-10 dipalmitate.
The molecular weight of the polyglyceryl nonionic surfactant is 760 or more, wherein the molecular weight of the polyglyceryl nonionic surfactant is preferably 800-1500. The polyglycerol-10 laurate has excellent emulsifying property, can show better oxidation stability and acid and alkali resistance stability compared with other surfactants, has good water locking function and moisturizing effect due to the polyhydroxy hydrophilic structure, does not contain epoxy groups and EO structures, is environment-friendly and safe, has no irritation to skin, and has certain antibacterial property. Polyglycerol-10 dipalmitate has the effect of improving the compatibility of anionic surfactant with skin, effectively releasing the effective components in cosmetics and penetrating the surface of human body, improving the water holding capacity of the effective components and increasing the effect of the effective components. Therefore, one or two of polyglycerol-10 laurate and polyglycerol-10 dipalmitate can better play the role of oxidizing resveratrol and enhance the transdermal absorption performance of the resveratrol.
In one embodiment, the mass ratio of polyglycerol-10 laurate to polyglycerol-10 dipalmitate in the polyglycerol-based nonionic surfactant is 1 (0.25-2).
Wherein the mass ratio of the polyglycerol-10 laurate to the polyglycerol-10 dipalmitate is 1 (0.25-2), and the different mass ratios of the polyglycerol-10 laurate and the polyglycerol-10 dipalmitate influence the size of the inner cavity of the vesicle and the firmness of the outer wall of the vesicle. Wherein the mass of the polyglycerin-10 dipalmitate is 0.25-2 times of that of the polyglycerin-10 laurate, and the nano vesicles with stable size and dimension can be effectively prepared within the range of the times.
In one embodiment, the temperature is controlled to be 50-80 ℃ after the polyglycerol nonionic surfactant is added.
The temperature can promote the polyglyceryl nonionic surfactant to better form nano vesicles, so that the nano vesicles are carried out at 50-80 ℃, and the oxidized resveratrol can better form modified oxidized resveratrol at the temperature.
In one embodiment, the pressure in the homogenizing cycle treatment is 500bar-1500bar, and the cycle times are 4-8, and the transparent to semitransparent liquid is the modified resveratrol oxide.
By adopting the homogenizing circulation treatment, the uniformity and the stability of the product can be influenced by the pressure and the circulation times. The pressure is too low to form vesicles, only ordinary emulsion can be formed, the pressure value is easy to be unstable, the equipment requirement is too high, the temperature is too fast, and the stability of the oxidized resveratrol can be affected. Therefore, the uniformity and stability of the oxidized resveratrol can be improved by treating under the conditions that the pressure is 500bar-1500bar and the cycle time is 4-8.
The invention also provides an application of the modified resveratrol, wherein the modified resveratrol is directly used as an auxiliary agent or a main component in an antioxidant product and/or a neuraminidase inhibiting product. When the modified resveratrol is used as an auxiliary agent or a main component in a product, the modified resveratrol has good water solubility and stability, and can improve the transdermal absorption performance.
The modified resveratrol oxide of the present invention and the method for preparing the same are described below with specific examples.
Example 1
Preparation of modified oxidized resveratrol
The preparation method of the resveratrol oxide comprises the following steps:
(1) Dissolving 1% resveratrol oxide in 5% butanediol, adding 10% polyglycerol-10 laurate, 10% polyglycerol-10 dipalmitate and 5% sorbitan palmitate, heating to 50deg.C, and mixing to obtain mixed solution;
(2) Pouring 69% water at 50 ℃ into the mixed solution in the step (1), uniformly stirring, and homogenizing at 5000rpm by using a homogenizer to obtain emulsion;
(3) Homogenizing the emulsion obtained in the step (2) for 8 times under the pressure of 500bar to obtain semitransparent liquid, namely the modified resveratrol.
Example 2
The preparation method of the resveratrol oxide comprises the following steps:
(1) Dissolving 5% resveratrol oxide in 10% butanediol, adding 10% polyglycerol-10 laurate, 15% polyglycerol-10 dipalmitate and 3% sorbitan palmitate, heating to 80deg.C, and mixing to obtain mixed solution;
(2) Pouring 57% water at 80 ℃ into the mixed solution in the step (1), uniformly stirring, and homogenizing at 5000rpm by using a homogenizer to obtain an emulsion;
(3) Homogenizing the emulsion obtained in the step (2) for 6 times under the pressure of 1000bar to obtain semitransparent liquid, namely the modified resveratrol.
Example 3
The preparation method of the resveratrol oxide comprises the following steps:
(1) Dissolving 3% resveratrol oxide in 8% butanediol, adding 30% polyglycerol-10 laurate, 20% polyglycerol-10 dipalmitate and 2% sorbitan palmitate, heating to 60deg.C, and mixing to obtain mixed solution;
(2) Pouring 37% water at 60 ℃ into the mixed solution in the step (1), uniformly stirring, and homogenizing at 5000rpm by using a homogenizer to obtain emulsion;
(3) Homogenizing the emulsion obtained in the step (2) for 5 times under the pressure of 1500bar to obtain semitransparent liquid, namely the modified resveratrol.
Example 4
The preparation method of the resveratrol oxide comprises the following steps:
(1) Dissolving 3% resveratrol oxide in 10% butanediol, adding 25% polyglycerol-10 laurate and 2% sorbitan palmitate, heating to 70deg.C, and mixing to obtain mixed solution;
(2) Pouring 60% water at 70 ℃ into the mixed solution in the step (1), uniformly stirring, and homogenizing at 5000rpm by using a homogenizer to obtain an emulsion;
(3) Homogenizing the emulsion obtained in the step (2) for 5 times under the pressure of 1500bar to obtain semitransparent liquid, namely the modified resveratrol.
Example 5
The preparation method of the resveratrol oxide comprises the following steps:
(1) Dissolving 3% resveratrol oxide in 10% butanediol, adding 15% polyglycerol-10 dipalmitate and 2% sorbitan palmitate, heating to 70deg.C, and mixing to obtain mixed solution;
(2) Pouring 70% water at 70 ℃ into the mixed solution in the step (1), uniformly stirring, and homogenizing at 5000rpm by using a homogenizer to obtain an emulsion;
(3) Homogenizing the emulsion obtained in the step (2) for 5 times under the pressure of 1500bar to obtain semitransparent liquid, namely the modified resveratrol.
Example 6
The preparation method of the resveratrol oxide comprises the following steps:
(1) Dissolving 3% resveratrol oxide in 10% butanediol, adding 10% polyglycerol-10 laurate, 15% polyglycerol-10 dipalmitate and 3% sorbitan palmitate, heating to 70deg.C, and mixing to obtain mixed solution;
(2) Pouring the 59% water with the temperature of 70 ℃ into the mixed solution in the step (1), uniformly stirring, and homogenizing at 5000rpm by using a homogenizer to obtain emulsion;
(3) Homogenizing the emulsion obtained in the step (2) for 8 times under high pressure of 300bar to obtain resveratrol oxide emulsion.
Comparative example 1
Oxidized resveratrol is not wrapped by adopting the preparation method of the invention.
Comparative example 2
(1) Dissolving 3% resveratrol oxide in 10% butanediol, adding 10% tween 80 and 3% sorbitan palmitate, heating to 70deg.C, and mixing to obtain mixed solution;
(2) Pouring 74% water at 70 ℃ into the mixed solution in the step (1), uniformly stirring, and homogenizing at 5000rpm by using a homogenizer to obtain an emulsion;
(3) Homogenizing the emulsion obtained in the step (2) for 6 times under the pressure of 1000bar to obtain resveratrol oxide emulsion.
Comparative example 3
The preparation method of the resveratrol oxide comprises the following steps:
(1) Dissolving 3% resveratrol oxide in 10% butanediol, adding 10% polyglycerol-10 laurate, heating to 70deg.C, and mixing to obtain mixed solution;
(2) Pouring 62% water at 70 ℃ into the mixed solution in the step (1), uniformly stirring, and homogenizing at 5000rpm by using a homogenizer to obtain an emulsion;
(3) Homogenizing the emulsion obtained in the step (2) for 7 times under high pressure of 800bar to obtain resveratrol oxide emulsion.
Comparative example 4
The preparation method of the resveratrol oxide comprises the following steps:
(1) 3% of oxidized resveratrol, 10% of polyglycerol-10 laurate and 5% of sorbitan palmitate are heated to 70 ℃ and uniformly mixed to obtain a mixed solution;
(2) Pouring 69% water at 70 ℃ into the mixed solution in the step (1), uniformly stirring, and homogenizing at 5000rpm by using a homogenizer to obtain an emulsion;
(3) Homogenizing the emulsion obtained in the step (2) for 7 times under high pressure of 800bar to obtain resveratrol oxide emulsion.
Effect evaluation and test
(1) Penetration test
Franz diffusion cell experiments were performed using an ex vivo pigskin test with an exposed skin area of 1.35cm 2 in the diffusion cell and a receiving chamber volume of 4.3mL. Phosphate buffer solution with pH of 5.8 and absolute ethanol with volume ratio of 50:50 are adopted as receiving solution. 200. Mu.L of each of the emulsions of examples 1 to 6 and comparative examples 1 to 2 was uniformly applied to the skin, and covered with a film to prevent evaporation. The percutaneous absorption of the oxidized resveratrol emulsion was tested by HPLC at 1h, 3h, 6h, 12h, 24h, 48h, and the effect of different treatments on the penetration accumulation of the isolated pigskin in μg/cm 2 was recorded at different times. The results are shown in Table 1 below and in FIG. 1.
TABLE 1 permeation promotion experimental results for examples 1-6 and comparative examples 1-4
As can be seen from the data in table 1, the effect of different treatments on the penetration accumulation of the isolated pigskin is different, and the penetration accumulation of the isolated pigskin in examples 1 to 6 is better than that in comparative example 1, so that the modified resveratrol oxide of the invention has higher transdermal absorption performance than that of the uncoated resveratrol oxide, and the effect of the modified resveratrol oxide on skin is improved. Of these, the permeation accumulation amount of example 2 reached 172. Mu.g/cm 2, and the permeation accumulation amount was most effective. Comparative example 3 lacks the oil-soluble ester relative to examples 1-6, comparative example 4 lacks the water-soluble alcohol relative to examples 1-6, the permeation accumulation amounts of examples 1-6 are all 143 mug/cm 2 or more, while the permeation accumulation amount of comparative example 3 is 101 mug/cm 2, and the permeation accumulation amount of comparative example 4 is 107 mug/cm 2. Clearly, the transdermal absorption properties of examples 1-6 are superior to those of comparative examples 3 and 4. The single nonionic surfactant can not form vesicles but form micelles, the invention adjusts the water-oil balance of the nonionic surfactant by adding water-soluble alcohol and oil-soluble ester, and the wrapped vesicles can be formed by adopting the nonionic surfactant with matched hydrophilic-lipophilic balance and stacking parameters. Comparative example 3 and comparative example 4 formed only normal micelles and did not form a vesicle structure, and the stability and transdermal absorbability of encapsulated resveratrol were low. In addition, as can be seen from the data in fig. 1, the permeation cumulative amount of example 1 is significantly better than that of the non-wrapped sample, further illustrating that the nano-wrapping by adopting the process improves the permeability of the resveratrol oxide, improves the transdermal absorption performance of the resveratrol oxide, and improves the effect of the resveratrol oxide on the skin.
(2) Inhibition of melanogenesis in zebra fish assays
The wild AB strain zebra fish (Danio rerio) with reliable source is applied to spawning test. Healthy zebra fish embryos 6-8 h after fertilization are selected. Blank group 20 fish embryos were randomly selected and transferred to 96-well plates, each well containing 1 embryo and 0.2mL of fish embryo culture/solvent solution. Positive group, randomly selecting 20 fish embryo, transferring into 96-well plate, and each well contains one fish embryo and phenylthiourea working solution. Test article 1 groups of randomly selected 60 fish embryos were transferred to 96-well plates with one fish embryo and 0.2mL of test article 1 per well. Test article 2 groups were randomly selected from 80 fish embryos, transferred to 96-well plates, and each well contained one fish embryo and 0.2mL of test article 2. Test 3 groups of randomly selected 60 fish embryos were transferred to 96-well plates with one fish embryo and 0.2mL of test 3 per well. The test object 1 is formed by combining modified resveratrol in embodiment 2 and fish embryo culture solution/solvent solution, the test object 1 comprises 3 groups of test groups with different addition amounts of the modified resveratrol, the test object 2 is formed by combining uncoated resveratrol in comparative embodiment 1 and fish embryo culture solution/solvent solution, the test object 2 comprises 4 groups of test groups with different addition amounts of uncoated resveratrol, the test object 3 comprises 3 groups of test groups with different addition amounts of uncoated resveratrol in comparative embodiment 3 and fish embryo culture solution/solvent solution.
TABLE 2 test data for inhibition of melanogenesis by zebra fish
As can be seen from Table 2, the oxidized resveratrol of example 2, the oxidized resveratrol of the uncoated oxidized resveratrol of comparative example 1 and the oxidized resveratrol of comparative example 3 were subjected to the zebra fish test to inhibit melanin generation, the melanin inhibition rates of the oxidized resveratrol of the test object 1 group were all above 19%, and when the content of the oxidized resveratrol was 0.09%, the melanin inhibition rates reached 49%, and the whitening effects were all achieved, while the test object 2 group and the test object 3 group had no whitening effect. The application can obviously show that the whitening effect of the resveratrol oxide coated by the vesicle prepared by the nonionic surfactant is better improved than that of the resveratrol oxide which is not coated.
In conclusion, the oxidized resveratrol wrapped by the nano vesicle technology improves the transdermal absorbability of the oxidized resveratrol by the deformable vesicle technology, promotes the transmission of the oxidized resveratrol in skin and increases the transdermal absorbability of the oxidized resveratrol, so that the effects of antioxidation, saccharification resistance and whitening of the oxidized resveratrol are enhanced. Meanwhile, the problem that the resveratrol oxide is not well dissolved in water is solved, the water solubility of the resveratrol oxide is enhanced, the application of the resveratrol oxide in a preparation is improved, and the application value of the resveratrol oxide in the fields of food, medicine, health care and cosmetics can be improved. The preparation method of the oxidized resveratrol is characterized in that the oxidized resveratrol is wrapped by the nano vesicle, and compared with the unwrapped technology, the preparation method has the effect of reducing the contact of the oxidized resveratrol with oxygen so as to improve the stability. The package of the invention adopts high-pressure homogenizing circulation treatment, and has simple and convenient operation and rapid preparation.
It will be apparent to those skilled in the art from this disclosure that various other changes and modifications can be made which are within the scope of the invention as defined in the appended claims.

Claims (7)

1.一种改性氧化白藜芦醇,其特征在于,所述改性氧化白藜芦醇为囊泡结构,所述囊泡结构为单链结构,包括以下重量百分比计的原料组分:1-3%氧化白藜芦醇,5-10%水溶性醇,10-50%聚甘油基非离子表面活性剂,1-5%油溶性酯,32-83%水;其中,所述聚甘油基非离子表面活性剂为聚甘油-10月桂酸酯和聚甘油-10二棕榈酸酯的混合物,质量比为1:(0.25-2),所述水溶性醇为丁二醇,所述油溶性酯为山梨坦棕榈酸酯。1. A modified oxidized resveratrol, characterized in that the modified oxidized resveratrol is a vesicle structure, the vesicle structure is a single-chain structure, and comprises 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.根据权利要求1所述的一种改性氧化白藜芦醇,其特征在于,包括以下重量百分比计的原料组分:2. The modified oxidized resveratrol according to claim 1, characterized in that it comprises the following raw material components in weight percentage: 1-3%氧化白藜芦醇,1-3% oxidized resveratrol, 6-9%水溶性醇,6-9% water-soluble alcohol, 20-40%聚甘油基非离子表面活性剂,20-40% polyglycerol nonionic surfactant, 2-4%油溶性酯,2-4% oil-soluble esters, 45-70%水。45-70% Water. 3.权利要求1-2任一项所述的一种改性氧化白藜芦醇的制备方法,其特征在于,包括以下步骤:3. A method for preparing modified oxidized resveratrol according to any one of claims 1 to 2, characterized in that it comprises the following steps: S1、将氧化白藜芦醇溶于水溶性醇中,加入聚甘油基非离子表面活性剂、油溶性酯搅拌并加热,得到第一混合液;S1, dissolving resveratrol oxide in water-soluble alcohol, adding a polyglycerol-based nonionic surfactant and an oil-soluble ester, stirring and heating to obtain a first mixed solution; S2、向步骤S1中制得的第一混合液继续加水混合搅拌,得到均匀的乳液;S2, continue to add water to the first mixed solution prepared in step S1, mix and stir to obtain a uniform emulsion; S3、将步骤S2中得到的乳液经均质处理后得到所述改性氧化白藜芦醇。S3, homogenizing the emulsion obtained in step S2 to obtain the modified oxidized resveratrol. 4.根据权利要求3所述的一种改性氧化白藜芦醇的制备方法,其特征在于,所述步骤S1中加入聚甘油非离子表面活性剂后控制温度为50~80℃。4 . The method for preparing modified oxidized resveratrol according to claim 3 , characterized in that the temperature is controlled at 50-80° C. after adding the polyglycerol nonionic surfactant in step S1 . 5.根据权利要求3所述的一种改性氧化白藜芦醇的制备方法,其特征在于,所述步骤S3中均质处理中压力为500bar-1500bar,循环次数为4-8次,得到所述改性氧化白藜芦醇。5. The method for preparing modified oxidized resveratrol according to claim 3, characterized in that the pressure in the homogenization treatment in step S3 is 500 bar-1500 bar, the number of cycles is 4-8 times, and the modified oxidized resveratrol is obtained. 6.权利要求1-2任一项所述的改性氧化白藜芦醇或权利要求3-5任一项所述的改性氧化白藜芦醇的制备方法制备得到的改性氧化白藜芦醇的应用,其特征在于,所述改性氧化白藜芦醇用于抗氧化产品和/或在抑制酪氨酸酶产品中。6. Use of the modified oxidized resveratrol prepared by the modified oxidized resveratrol according to any one of claims 1 to 2 or the modified oxidized resveratrol prepared by the method for preparing 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 products for inhibiting tyrosinase. 7.根据权利要求6所述的改性氧化白藜芦醇的应用,其特征在于,所述改性氧化白藜芦醇在抗氧化产品和/或抑制酪氨酸酶产品中的质量占比为0.1~8%。7. The use of modified oxidized resveratrol according to claim 6, characterized in that the mass proportion of the modified oxidized resveratrol in the antioxidant product and/or the tyrosinase inhibition product is 0.1-8%.
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