Highly stable and highly transdermal oxidized resveratrol complex and preparation method thereof

Abstract

The invention discloses a highly stable and highly transdermal oxidized resveratrol complex and a preparation method, and belongs to the field of cosmetic technology; the highly stable and highly transdermal oxidized resveratrol complex provided by the invention includes the following components in parts by mass: 100 parts of oxidized resveratrol, 100-300 parts of fibroin, 6-30 parts of polysaccharides, and 14-20 parts of shea butter. The present invention is compounded by selecting the components of the appropriate mass ratio, and the highly stable and highly transdermal oxidized resveratrol complex obtained has a high loading rate and an encapsulation rate, excellent stability, and has good transdermal efficiency, and has excellent skin feel when applied to human body. Moreover, the highly stable and highly transdermal oxidized resveratrol complex preparation method provided by the invention is simple to operate, which is conducive to actual production.

Description

Technical Field

[0001] The invention belongs to the technical field of cosmetics, and in particular relates to a highly stable and highly transdermal oxidized resveratrol complex and a preparation method thereof. Background Art

[0002] Oxidized resveratrol is a natural stilbene compound, mainly found in Moraceae, Perfume, Rutaceae, Rosaceae, Vitaceae, Leguminosae, Gastropodaceae, Gramineae, Liliaceae, Syringaceae and Melanaceae. Oxidized resveratrol contains 4 phenolic hydroxyl groups in its structure and has very good antioxidant capacity. In addition, oxidized resveratrol also has the activities of inhibiting tyrosinase, anti-inflammatory, neuroprotective, liver protective, anti-cancer, regulating blood sugar and lipid metabolism, and antibacterial. Therefore, oxidized resveratrol has great application prospects in the pharmaceutical, cosmetic and food industries. Although oxidized resveratrol has good biological activity, especially antioxidant activity, this also causes its poor stability. Oxygen, temperature, solution pH and light can accelerate the oxidation of oxidized resveratrol, destroy its structure, and then cause the loss of biological activity. In addition, oxidized resveratrol is poorly soluble in water and has low transdermal efficiency. These shortcomings limit its application.

[0003] Silk fibroin is the central fiber protein of natural silk, with a molecular weight greater than 300kDa, good biocompatibility, significant mechanical properties, and weak immune response, and is recognized by the FDA as a safe biomaterial. Silk fibroin has the characteristics of wound healing and good skin feel, and can be directly used in cosmetics. Silk fibroin is lipophilic and hydrophilic, and is a macromolecular emulsifier and microcapsule wall material that is mild and non-irritating to the skin. In addition, soluble silk fibroin molecules are prone to intramolecular β-folding, forming a large number of intramolecular hydrogen bonds, and then transforming into insoluble sponge-like silk fibroin. It can also form intermolecular hydrogen bonds with active molecules, such as polyphenol active molecules. This self-assembly ability allows silk fibroin to be used as a small molecule drug carrier to increase the stability and bioavailability of active molecules, but the loading capacity of silk fibroin to bind polyphenol compounds through self-assembly is limited.

[0004] At present, in order to solve the problem of poor stability and insolubility of oxidized resveratrol, polysaccharide wall materials are mostly used to prepare oxidized resveratrol solid microcapsules by spray drying. For example, the prior art 201810773308.8 discloses a method for preparing oxidized resveratrol composite membranes by spray drying using hydroxypropyl-β-cyclodextrin and carboxymethyl cellulose; however, the oxidized resveratrol loading rate of the composite membrane prepared by this method is relatively low, only 0.04%. Patent 201110116845.3 invented a method for preparing oxidized resveratrol solid microcapsules by sedimentation method using cross-linking of genipin and chitosan; however, the oxidized resveratrol encapsulation rate of the microcapsules prepared by this method is relatively low, only 30%. Patent 201510096898.1 uses β-cyclodextrin, chitosan, gum arabic, and maltodextrin as wall materials, and prepares oxidized resveratrol microcapsules by spray drying. The encapsulation rate can reach more than 90%, the loading rate reaches 15-25%, and the stability is relatively good. However, the process is complicated, requiring high-pressure homogenization and spray drying, and excessive temperature will cause oxidation of oxidized resveratrol. In addition, the polysaccharide wall material has a poor skin feel, and consumers have low satisfaction with use, which limits its application in cosmetics. In addition, Patent 201811407162.1 discloses a self-assembled embedding material formed by simple stirring and freeze drying of silk fibroin and resveratrol with hydrogen bonds. Although this preparation method is simple, the resveratrol loading rate is low, only 3.5%. Summary of the invention

[0005] The purpose of the present invention is to overcome the deficiencies of the above-mentioned prior art and provide a highly stable and highly transdermal oxidized resveratrol complex and a preparation method thereof, which has high encapsulation rate and loading rate, good skin feel, excellent stability and high transdermal efficiency.

[0006] To achieve the above objectives, in a first aspect of the present invention, the present invention provides a highly stable and highly transdermal oxidized resveratrol complex, wherein the highly stable and highly transdermal oxidized resveratrol complex comprises the following components in parts by weight: 100 parts of oxidized resveratrol, 100-300 parts of silk fibroin, 6-30 parts of polysaccharides, and 14-20 parts of shea butter.

[0007] The present invention selects components with appropriate mass ratios for compounding, and the obtained highly stable and highly transdermal oxidized resveratrol complex has high loading rate and encapsulation rate, excellent stability, good transdermal efficiency, and excellent skin feel when applied to the human body.

[0008] Specifically, the present invention can play the role of an excellent stable, highly stable and highly transdermal oxidized resveratrol complex system by selecting polysaccharides and shea butter for compounding, thereby avoiding the decrease in efficacy of oxidized resveratrol due to instability; and by adding polysaccharides and shea butter, the loading rate and encapsulation rate of oxidized resveratrol can be effectively increased; at the same time, it can also achieve a good skin feel while enhancing the transdermal efficiency of oxidized resveratrol.

[0009] Preferably, in the highly stable and highly transdermal oxidized resveratrol complex, the mass percentage of shea butter is 4.5-6.5%.

[0010] The present invention has found that when the mass percentage of shea butter in the highly stable and highly transdermal oxidized resveratrol complex is within the range of 4.5-6.5%, the comprehensive effect of the obtained product is better.

[0011] As a preferred embodiment of the highly stable and highly transdermal oxidized resveratrol complex of the present invention, the highly stable and highly transdermal oxidized resveratrol complex comprises the following components in parts by weight: 100 parts of oxidized resveratrol, 130-220 parts of silk fibroin, 12-28 parts of polysaccharide, and 16-18 parts of shea butter.

[0012] The present invention has found that the mass fraction of the components in the highly stable and highly transdermal oxidized resveratrol complex will affect the comprehensive performance of the product. When the mass fraction of the components is further selected to be within the above range, the obtained product not only has a higher encapsulation rate and loading rate, but also a higher transdermal efficiency, and the feedback obtained when applied to the human body is better.

[0013] As a preferred embodiment of the highly stable and highly transdermal oxidized resveratrol complex of the present invention, the mass ratio of the polysaccharide to the silk fibroin is 1:(7.5-11.5).

[0014] The present invention has found that polysaccharides can affect the encapsulation stability of oxidized resveratrol and the loading rate of oxidized resveratrol of the wall material formed by silk fibroin to a certain extent. When the mass ratio of polysaccharide to silk fibroin is further selected to be 1:(7.5-11.5), the loading rate and encapsulation rate of the obtained highly stable and highly transdermal oxidized resveratrol complex are higher; at the same time, the transdermal efficiency of the prepared highly stable and highly transdermal oxidized resveratrol complex is also better.

[0015] As a preferred embodiment of the highly stable and highly transdermal oxidized resveratrol complex of the present invention, the polysaccharide includes at least one of hydroxypropyl guar gum, chitosan, xanthan gum, cellulose and chitin.

[0016] Preferably, the polysaccharide is hydroxypropyl guar gum.

[0017] The present invention has found that the addition of polysaccharides can play an excellent role in stabilizing the system. When the polysaccharide is further selected as hydroxypropyl guar gum, it can be better compounded with shea butter to achieve good transdermal efficiency and excellent skin feel.

[0018] In a second aspect of the present invention, the present invention provides a method for preparing the highly stable and highly transdermal oxidized resveratrol complex, the preparation method comprising the following steps:

[0019] (1) adding polysaccharide to the silk fibroin aqueous solution and mixing evenly to obtain solution A;

[0020] (2) adding shea butter to the ethanol solution containing oxidized resveratrol and mixing them evenly to obtain solution B;

[0021] (3) adding solution B to solution A and homogenizing to obtain an emulsion;

[0022] (4) heating the emulsion in a water bath to 40-70° C. and maintaining the temperature for 1-3 minutes, cooling the emulsion after heating, and freeze-drying the emulsion to obtain a highly stable and highly transdermal oxidized resveratrol complex.

[0023] The present invention has found that by adding an ethanol solution containing shea butter and oxidized resveratrol to an aqueous solution containing polysaccharides and silk fibroin and homogenizing the mixture, heating the mixture in a water bath within a specific temperature range, and then cooling and freeze-drying the mixture, a highly stable and highly transdermal oxidized resveratrol complex with high encapsulation rate and loading rate can be obtained.

[0024] As a preferred embodiment of the preparation method of the present invention, in the step (1), the mass percentage of fibroin in the fibroin aqueous solution is 1-1.5%.

[0025] As a preferred embodiment of the preparation method of the present invention, in the step (1), the temperature for uniform mixing is 20-30°C, the rotation speed is 200-300 rpm, and the time is 3-5 min.

[0026] As a preferred embodiment of the preparation method of the present invention, in the step (2), in the ethanol solution containing oxidized resveratrol, the mass volume ratio of oxidized resveratrol to ethanol is (340-360) mg:1 mL.

[0027] As a preferred embodiment of the preparation method of the present invention, in the step (2), the temperature for uniform mixing is 35-45°C, the rotation speed is 200-300 rpm, and the time is 3-5 min.

[0028] As a preferred embodiment of the preparation method of the present invention, in the step (3), the homogenization temperature is 20-30°C, the rotation speed is 12000-20000rpm, the time is 8-12min, the homogenization times are 2-4 times, and the interval time between each times is 4-6min.

[0029] As a preferred embodiment of the preparation method of the present invention, in the step (4), the cooling rate is (3-8)°C / min.

[0030] The present invention has found that the cooling rate will also affect the encapsulation rate and loading rate of the highly stable and highly transdermal oxidized resveratrol complex. When the cooling rate after water bath heating is further selected to be (3-8)°C / min, the encapsulation rate and loading rate of the obtained product are higher.

[0031] As a preferred embodiment of the preparation method of the present invention, in the step (4), the freeze-drying temperature is (-50)-(-40)°C.

[0032] In the third aspect of the present invention, the present invention provides the use of the highly stable and highly transdermal oxidized resveratrol complex in the preparation of cosmetics.

[0033] The highly stable and highly transdermal oxidized resveratrol complex provided by the present invention has excellent transdermal efficiency, and when applied to the preparation of cosmetics, it can effectively release the oxidized resveratrol therein to exert its efficacy; and the highly stable and highly transdermal oxidized resveratrol complex provided by the present invention has excellent skin feel and good use experience.

[0034] As a preferred embodiment of the application of the present invention, the cosmetics include any one of emulsion, lotion, essence, cream and spray.

[0035] Compared with the prior art, the present invention has the following beneficial effects:

[0036] The present invention selects components with appropriate mass ratios for compounding, and selects an appropriate preparation method, so that the obtained highly stable and highly transdermal oxidized resveratrol complex has high loading rate and encapsulation rate, excellent stability, good transdermal efficiency, and excellent skin feel when applied to the human body; it can be used as an effective component in the preparation of cosmetics; and the preparation method of the highly stable and highly transdermal oxidized resveratrol complex provided by the present invention is simple to operate and is conducive to actual production. BRIEF DESCRIPTION OF THE DRAWINGS

[0037] Figure 1 This is a storage stability test curve diagram of the product prepared in Example 1 in Effect Example 2;

[0038] Figure 2This is a graph showing the transdermal efficiency results of the product prepared in Example 1 and oxidized resveratrol in Effect Example 3. DETAILED DESCRIPTION

[0039] In order to better illustrate the purpose, technical solutions and advantages of the present invention, the present invention will be further described below in conjunction with specific embodiments.

[0040] Unless otherwise specified, the reagents, methods and equipment used in the present invention are all conventional reagents, methods and equipment in the art; and unless otherwise specified, the raw materials used in parallel experiments are from the same batch of raw materials.

[0041] Examples 1-7 and Comparative Examples 1-3

[0042] The embodiments and comparative examples of the present invention provide an oxidized resveratrol complex, and the components (parts by mass) of the oxidized resveratrol complex are shown in Table 1;

[0043] Table 1

[0044]

[0045]

[0046] The method for preparing the oxidized resveratrol complex provided in Example 1 comprises the following steps:

[0047] (1) adding hydroxypropyl guar gum to a fibroin aqueous solution (the mass percentage of fibroin in the fibroin aqueous solution is 1.2%), stirring at 25° C. and 250 rpm for 4 min, and mixing well to obtain a solution A;

[0048] (2) adding shea butter to an ethanol solution containing oxidized resveratrol (in the ethanol solution containing oxidized resveratrol, the mass volume ratio of oxidized resveratrol to ethanol is 350 mg:1 mL), stirring at 40° C. and 250 rpm for 4 min, and mixing well to obtain solution B;

[0049] (3) adding solution B to solution A, homogenizing at 16000 rpm for 10 min at 25° C., then stopping the homogenization for 5 min, and then continuing the homogenization at 16000 rpm for 10 min, repeating the process three times to mix well to obtain an emulsion;

[0050] (4) The emulsion was heated to 60° C. in a water bath and maintained for 2 min, and then cooled to −45° C. at a rate of 6° C. / min and freeze-dried to obtain an oxidized resveratrol complex.

[0051] The preparation methods of the oxidized resveratrol complexes provided in Examples 2-7 and Comparative Examples 1-3 are consistent with that in Example 1.

[0052] Example 8

[0053] The embodiment of the present invention provides an oxidized resveratrol complex. The only difference between the oxidized resveratrol complex and the embodiment 1 is that chitosan is used instead of hydroxypropyl guar gum.

[0054] Example 9

[0055] The embodiment of the present invention provides an oxidized resveratrol complex. The only difference between the oxidized resveratrol complex and the embodiment 1 is that xanthan gum is used instead of hydroxypropyl guar gum.

[0056] Example 10

[0057] The embodiment of the present invention provides an oxidized resveratrol complex. The only difference between the oxidized resveratrol complex and the embodiment 1 is the preparation method. The preparation method of the embodiment includes the following steps:

[0058] (1) adding hydroxypropyl guar gum to a silk fibroin aqueous solution (the mass percentage of silk fibroin in the silk fibroin aqueous solution is 1.5%), stirring at 30° C. and 300 rpm for 3 min, and mixing well to obtain solution A;

[0059] (2) adding shea butter to an ethanol solution containing oxidized resveratrol (in the ethanol solution containing oxidized resveratrol, the mass volume ratio of oxidized resveratrol to ethanol is 340 mg:1 mL), stirring at 45° C. and 300 rpm for 3 min, and mixing well to obtain solution B;

[0060] (3) adding solution B to solution A, homogenizing at 12000 rpm for 12 min at 20° C., then stopping the homogenization for 5 min, and then continuing the homogenization at 12000 rpm for 12 min, repeating the process three times to mix well, and obtaining an emulsion;

[0061] (4) The emulsion was heated to 60° C. in a water bath and maintained for 2 min, and then cooled to −45° C. at a rate of 6° C. / min and freeze-dried to obtain an oxidized resveratrol complex.

[0062] Embodiment 11

[0063] The embodiment of the present invention provides an oxidized resveratrol complex. The only difference between the oxidized resveratrol complex and the embodiment 1 is that in step (4), the emulsion is heated to 40° C. in a water bath.

[0064] Example 12

[0065] The embodiment of the present invention provides an oxidized resveratrol complex. The only difference between the oxidized resveratrol complex and the embodiment 1 is that in step (4), the emulsion is heated to 65° C. in a water bath.

[0066] Embodiment 13

[0067] The embodiment of the present invention provides an oxidized resveratrol complex. The only difference between the oxidized resveratrol complex and the embodiment 1 is that in step (4), the emulsion is heated to 70° C. in a water bath.

[0068] Embodiment 14

[0069] The embodiment of the present invention provides an oxidized resveratrol complex. The only difference between the oxidized resveratrol complex and the embodiment 1 is that in step (4), the temperature is lowered to -45°C at a rate of 3°C / min and freeze-dried to obtain the oxidized resveratrol complex.

[0070] Embodiment 15

[0071] The embodiment of the present invention provides an oxidized resveratrol complex. The only difference between the oxidized resveratrol complex and the embodiment 1 is that in step (4), the temperature is lowered to -45°C at a rate of 8°C / min and freeze-dried to obtain the oxidized resveratrol complex.

[0072] Comparative Example 4

[0073] The comparative example of the present invention provides an oxidized resveratrol complex, and the only difference between the oxidized resveratrol complex and Example 1 is that hydroxypropyl guar gum is not added.

[0074] Comparative Example 5

[0075] The comparative example of the present invention provides an oxidized resveratrol complex, and the only difference between the oxidized resveratrol complex and Example 1 is that shea butter is not added.

[0076] Comparative Example 6

[0077] The comparative example of the present invention provides an oxidized resveratrol complex, and the only difference between the oxidized resveratrol complex and Example 1 is that shea butter and hydroxypropyl guar gum are not added.

[0078] Comparative Example 7

[0079] The comparative example of the present invention provides an oxidized resveratrol complex. The only difference between the oxidized resveratrol complex and Example 1 is that sericin is used instead of silk fibroin.

[0080] Comparative Example 8

[0081] The comparative example of the present invention provides an oxidized resveratrol complex. The only difference between the oxidized resveratrol complex and Example 1 is that avocado oil is used instead of shea butter.

[0082] Comparative Example 9

[0083] The comparative example of the present invention provides an oxidized resveratrol complex. The only difference between the oxidized resveratrol complex and Example 1 is the preparation method. The preparation method of this comparative example is:

[0084] (1) Mixing hydroxypropyl guar gum, shea butter, a fibroin aqueous solution (the mass percentage of fibroin in the fibroin aqueous solution is 1.2%), and an ethanol solution containing oxidized resveratrol (the mass volume ratio of oxidized resveratrol to ethanol in the ethanol solution containing oxidized resveratrol is 350 mg:1 mL), homogenizing at 16000 rpm for 10 min at 25° C., then stopping the homogenization for 5 min, and then continuing the homogenization at 16000 rpm for 10 min, repeating the process 3 times to obtain an emulsion;

[0085] (2) The emulsion was heated to 60° C. in a water bath and maintained for 2 min, and then cooled to −45° C. at a rate of 6° C. / min and freeze-dried to obtain an oxidized resveratrol complex.

[0086] Comparative Example 10

[0087] The comparative example of the present invention provides an oxidized resveratrol complex. The only difference between the oxidized resveratrol complex and Example 1 is the preparation method. The preparation method of this comparative example is:

[0088] (1) adding hydroxypropyl guar gum to a fibroin aqueous solution (the mass percentage of fibroin in the fibroin aqueous solution is 1.2%), stirring at 25° C. and 250 rpm for 4 min, and mixing well to obtain a solution A;

[0089] (2) adding shea butter to an ethanol solution containing oxidized resveratrol (in the ethanol solution containing oxidized resveratrol, the mass volume ratio of oxidized resveratrol to ethanol is 350 mg:1 mL), stirring at 40° C. and 250 rpm for 4 min, and mixing well to obtain solution B;

[0090] (3) adding solution B to solution A, homogenizing at 16000 rpm for 5 min at 25° C., then stopping the homogenization for 2 min, and then continuing the homogenization at 16000 rpm for 5 min, repeating the process 3 times to mix well, and obtaining an emulsion;

[0091] (4) The emulsion was cooled to -45°C at a rate of 6°C / min and freeze-dried to obtain an oxidized resveratrol complex.

[0092] Comparative Example 11

[0093] The comparative example of the present invention provides an oxidized resveratrol complex. The only difference between the oxidized resveratrol complex and Example 1 is that in step (4), the emulsion is heated to 35° C. in a water bath.

[0094] Comparative Example 12

[0095] The comparative example of the present invention provides an oxidized resveratrol complex. The only difference between the oxidized resveratrol complex and Example 1 is that in step (4), the emulsion is heated to 80° C. in a water bath.

[0096] Effect Example 1

[0097] Effect Example of the Invention The encapsulation efficiency and loading rate of the oxidized resveratrol complex prepared in Examples 1-15 and Comparative Examples 1-12 were investigated, specifically comprising the following steps:

[0098] 1. Loading rate: Weigh 50.0 mg of oxidized resveratrol complex, and record the mass as m t , add 20 mL of methanol, extract by ultrasonic at 20 ° C for 20 min, then centrifuge to obtain the supernatant, the speed is 8000 rpm, the supernatant is fixed to 25 mL, and the mass of oxidized resveratrol is calculated by high performance liquid chromatography quantitative detection, recorded as m o ; Then calculate the load rate according to the formula, load rate = (m o / m t )×100%, and record the calculated load rate in Table 2;

[0099] 2. Encapsulation rate: According to the above loading rate test method, m o ; Weigh 50.0 mg of oxidized resveratrol complex and add it to 20 mL of methanol. Vortex extract at 20°C for 10 seconds, then centrifuge to obtain the supernatant at a speed of 8000 rpm. The supernatant was fixed to 25 mL. The mass of oxidized resveratrol was calculated by HPLC quantitative detection, recorded as m s Then the encapsulation efficiency was calculated according to the formula: Encapsulation efficiency = (m o -m s ) / m o × 100%, and the calculated encapsulation efficiency is recorded in Table 2;

[0100] Table 2

[0101] Load rate / % Encapsulation rate / % Load rate / % Encapsulation rate / % Example 1 31.0 92.1 Comparative Example 1 18.6 87.8 Example 2 33.1 84.2 Comparative Example 2 28.9 78.4 Example 3 26.5 94.6 Comparative Example 3 29.3 75.5 Example 4 39.6 80.6 Comparative Example 4 31.4 60.5 Example 5 21.6 96.8 Comparative Example 5 31.6 62.8 Example 6 31.8 86.1 Comparative Example 6 33.3 52.5 Example 7 25.6 90.5 Comparative Example 7 30.6 76.3 Example 8 30.4 90.6 Comparative Example 8 31.6 66.8 Example 9 29.5 87.9 Comparative Example 9 29.4 63.2 Example 10 30.7 92.5 Comparative Example 10 32.1 68.8 Embodiment 11 31.4 83.7 Comparative Example 11 31.5 76.3 Example 12 31.2 91.3 Comparative Example 12 30.7 74.7 Embodiment 13 30.8 89.2 Embodiment 14 30.9 86.4 Embodiment 15 31.0 89.3

[0102] It can be seen from Table 2 that when the technical solution provided by the present invention is adopted, the encapsulation rate and loading rate of the obtained product are relatively high, wherein the loading rate is above 21.6% and the encapsulation rate is above 80.6%;

[0103] It can be seen from Examples 1-5 and Comparative Examples 1-3 that the mass fraction of a component will have a certain influence on the encapsulation rate and loading rate of the product. When the mass fraction of a component in Comparative Examples 1-3 is too much, the loading rate and encapsulation rate of the obtained product both show a certain downward trend. Specifically, when too much silk fibroin is added in Comparative Example 1, the obtained loading rate decreases significantly. When too much polysaccharide and shea butter are added in Comparative Examples 2-3, the encapsulation rate of the obtained product shows a significant downward trend. It can be seen from Example 1 and Comparative Examples 4-6 that when polysaccharide and / or shea butter are not added at will, the loading rate of the obtained product does not change significantly, but the encapsulation rate significantly decreases to below 62.8%. It can be seen from Example 1 and Comparative Examples 7-8 that when similar components are used to replace silk fibroin or shea butter, the effect of the present invention cannot be achieved. It can be seen from Example 1 and Comparative Examples 9-12 that when the preparation method provided by the present invention is not adopted, the encapsulation rate of the obtained product decreases significantly.

[0104] Effect Example 2

[0105] Since the encapsulation efficiency of Comparative Examples 4-6 verified in Effect Example 1 is too low, this Effect Example does not further explore the storage stability of the products obtained in Comparative Examples 4-6. That is, the Effect Example of the present invention explores the storage stability of the oxidized resveratrol complexes prepared in Examples 1-15, Comparative Examples 1-3 and Comparative Examples 7-12, specifically comprising the following steps:

[0106] Weigh 3 portions of the oxidized resveratrol complex prepared in the example and the comparative example, spread them flat on a watch glass, 2 g each, and place them in an environment of 4°C, 25°C, and 50°C, respectively, with humidity controlled at 65% and 15W light on. Then, the mass of oxidized resveratrol was measured at 0, 7, 14, 21, and 28 days. n , the detection method is the same as m o The retention rate of oxidized resveratrol was calculated as follows: n / m o )×100%; the test results for 28 days are shown in Table 3;

[0107] Table 3

[0108] 4℃ / ％ 25℃ / ％ 50℃ / ％ 4℃ / ％ 25℃ / ％ 50℃ / ％ Example 1 91.8 91.1 90.4 Embodiment 13 88.6 86.0 84.3 Example 2 83.7 82.9 81.6 Embodiment 14 86.5 84.2 82.8 Example 3 93.6 90.8 90.1 Embodiment 15 88.4 85.1 82.1 Example 4 85.6 82.5 80.2 Comparative Example 1 86.1 81.6 74.2 Example 5 95.8 92.1 89.8 Comparative Example 2 77.6 74.0 69.6 Example 6 91.5 91.0 90.1 Comparative Example 3 74.2 70.8 69.1 Example 7 89.5 88.8 87.0 Comparative Example 7 75.1 73.4 69.1 Example 8 90.2 89.8 87.9 Comparative Example 8 66.3 60.1 58.4 Example 9 87.1 86.8 86.0 Comparative Example 9 78.4 70.6 66.1 Example 10 91.6 91.1 90.1 Comparative Example 10 82.4 75.2 64.8 Embodiment 11 85.6 82.3 81.0 Comparative Example 11 83.8 75.8 66.5 Example 12 90.1 89.7 89.0 Comparative Example 12 84.9 78.1 67.6

[0109] It can be seen from Table 3 that when the technical solution provided by the present invention is adopted, the stability of the obtained oxidized resveratrol complex is excellent, and the retention rate of oxidized resveratrol is above 80.2% when placed at three different temperatures for 28 days; wherein, the storage stability curve of the product prepared in Example 1 is as shown in Figure 1As shown; and, it can be seen from the data in the examples that the stability of the oxidized resveratrol complex prepared by the present invention changes little with temperature during storage;

[0110] It can be seen from Example 1 and the comparative examples that the retention rate of oxidized resveratrol in the products obtained in the comparative examples has decreased significantly, indicating that the stability of the encapsulation structure in the comparative examples is poor, resulting in a sharp decrease in the amount of oxidized resveratrol during storage; it can be seen from Example 1 and comparative examples 1-3 that when a certain component is added in excess, the stability of the obtained product becomes worse. Specifically, when too much silk fibroin is added in comparative example 1, the retention rate at each temperature has a certain downward trend, and as the temperature increases, its instability also shows an aggravation phenomenon. When too much polysaccharide or shea butter is added in comparative examples 2-3, the retention rate of the obtained product at each temperature decreases significantly, indicating that the component ratio involved in the present invention is more conducive to forming a stable encapsulation structure with little change in stability with increasing temperature; it can be seen from Example 1 and comparative examples 7 and 8 that silk fibroin and shea butter have an important influence on the stability of the encapsulated product. When other similar substances are used as substitutes, good storage stability cannot be achieved; it can be seen from Example 1 and comparative examples 9-12 that the selection of the preparation method and the control of the parameters have a significant influence on the storage stability of the product.

[0111] Effect Example 3

[0112] Since the product loading rate, encapsulation rate or storage stability obtained in Comparative Examples 2-12 is poor, this effect is not explored. That is, the effect example of the present invention explores the transdermal efficiency of the oxidized resveratrol complex prepared in Examples 1-15 and Comparative Example 1, which specifically includes the following steps:

[0113] 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. The products obtained in the examples and comparative examples and oxidized resveratrol (OXY) were weighed respectively, and an appropriate amount of purified water was added. Then, the mixture was stirred at room temperature to prepare a 1% corresponding emulsion at a speed of 600rpm. Then, 200μL of the corresponding emulsion was taken 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, and 24h, and the effects of different treatments at different times on the cumulative amount of in vitro pig skin penetration were recorded. The unit of the cumulative amount of penetration is μg / cm 2 According to the data recorded penetration accumulation, the results are shown in Table 4;

[0114] Table 4

[0115]

[0116]

[0117] It can be seen from Table 4 that when the technical solution provided by the present invention is adopted, the obtained product has excellent transdermal efficiency, wherein the cumulative penetration amount in 12 hours is 12 μg / cm 2 The cumulative penetration in 24 hours is 40 μg / cm 2 The above; wherein, the transdermal curves of the product prepared in Example 1 and oxidized resveratrol are as follows Figure 2 As shown;

[0118] It can be seen from the transdermal efficiency of the product in Example 1 and oxidized resveratrol that when fibroin encapsulates oxidized resveratrol, the transdermal efficiency of the obtained product is significantly increased; it can be seen from the transdermal efficiency of the products in Example 1 and Comparative Example 1 that when the proportion of fibroin is too high, the transdermal efficiency of the obtained product decreases, indicating that the proportion of components involved in the present invention is more conducive to promoting the transdermal penetration of oxidized resveratrol.

[0119] Effect Example 4

[0120] The effect example of the present invention explores the skin feel of the oxidized resveratrol complex prepared in Examples 1-15, specifically comprising the following steps: the oxidized resveratrol complex is prepared into a 1% reconstituted emulsion with purified water, and 30 test volunteers are recruited for trial use, including 8 males and 22 females, aged 18-48 years old. The questionnaire includes sticky feeling, lubricating feeling and silk feeling, and each question contains four options: none, slight, obvious and very obvious. None and slight are judged as not having this skin feel, and obvious and very obvious are judged as having this skin feel. The statistical proportions are shown in Table 5.

[0121] Table 5

[0122]

[0123]

[0124] As can be seen from Table 5, the oxidized resveratrol complex prepared by the present invention has excellent skin feel; specifically, the proportion of subjects feeling sticky is less than 17%, the proportion of subjects feeling lubricated is more than 80%, and the proportion of subjects feeling silky is 50-67%.

[0125] Finally, it should be noted that the above embodiments are intended to illustrate the technical solution of the present invention rather than to limit the scope of protection of the present invention. Although the present invention has been described in detail with reference to the preferred embodiments, those skilled in the art should understand that the technical solution of the present invention may be modified or replaced by equivalents without departing from the essence and scope of the technical solution of the present invention.

Claims

1. A highly stable and highly transdermal oxidized resveratrol complex, characterized in that: The highly stable and highly transdermal oxidized resveratrol complex comprises the following components in parts by weight: 100 parts of oxidized resveratrol, 100-300 parts of silk fibroin, 6-30 parts of polysaccharide, and 14-20 parts of shea butter; The preparation method of the oxidized resveratrol complex comprises the following steps: (1) adding polysaccharide to a silk fibroin aqueous solution and mixing them uniformly to obtain a solution A; in the silk fibroin aqueous solution, the mass percentage of the silk fibroin is 1-1.5%; (2) adding shea butter to the ethanol solution containing oxidized resveratrol and mixing them evenly to obtain solution B; in the ethanol solution containing oxidized resveratrol, the mass volume ratio of oxidized resveratrol to ethanol is (340-360) mg:1 mL; (3) adding solution B to solution A and homogenizing to obtain an emulsion; the homogenizing temperature is 20-30° C., the speed is 12000-20000 rpm, and the time is 8-12 min; (4) heating the emulsion in a water bath to 40-70° C. and maintaining the temperature for 1-3 min. After heating, cooling the emulsion at a cooling rate of (3-8)° C. / min and freeze-drying the emulsion at (-50)-(-40)° C. to obtain a highly stable and highly transdermal oxidized resveratrol complex.

2. The highly stable and highly transdermal oxidized resveratrol complex according to claim 1, characterized in that: The highly stable and highly transdermal oxidized resveratrol complex comprises the following components in parts by weight: 100 parts of oxidized resveratrol, 130-220 parts of silk fibroin, 12-28 parts of polysaccharide, and 16-18 parts of shea butter.

3. The highly stable and highly transdermal oxidized resveratrol complex according to claim 1, characterized in that: The mass ratio of the polysaccharide to silk fibroin is 1:(7.5-11.5).

4. The highly stable and highly transdermal oxidized resveratrol complex according to claim 1, characterized in that: The polysaccharide comprises at least one of hydroxypropyl guar gum, chitosan, xanthan gum, cellulose and chitin.

5. The highly stable and highly transdermal oxidized resveratrol complex according to claim 1, characterized in that: In the step (1), the temperature for uniform mixing is 20-30° C., the rotation speed is 200-300 rpm, and the time is 3-5 min.

6. The highly stable and highly transdermal oxidized resveratrol complex according to claim 1, characterized in that: In the step (2), the temperature for uniform mixing is 35-45°C, the rotation speed is 200-300 rpm, and the time is 3-5 min.

7. The highly stable and highly transdermal oxidized resveratrol complex according to claim 1, characterized in that: In the step (3), the homogenization is performed 2-4 times, and the interval between each time is 4-6 minutes.

8. Use of the highly stable and highly transdermal oxidized resveratrol complex according to any one of claims 1 to 4 in the preparation of cosmetics.

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