Multidimensional firming and anti-wrinkle composition containing oxyresveratrol and application of multidimensional firming and anti-wrinkle composition

Abstract

The invention discloses a multi-dimensional firming and anti-wrinkle composition containing oxyresveratrol as well as a preparation method and application of the multi-dimensional firming and anti-wrinkle composition, and relates to the technical field of cosmetics. The invention provides a multi-dimensional firming and anti-wrinkle composition containing oxyresveratrol, which is characterized by comprising the following components in parts by weight: 0.1 to 5 parts of oxyresveratrol eutectic, 0.1 to 3 parts of albizia bark extract, 0.1 to 3 parts of nasturtium officinale extract and 0.01 to 1 part of eryngium maritimum extract. The invention provides a composition which comprises oxidized resveratrol eutecticum, albizia bark extract, watercress extract and eryngium maritimum L. The composition is prepared by reasonably compounding the oxidized resveratrol eutecticum with the albizia bark extract, the watercress extract and the eryngium maritimum L. extract. The skin aging problem caused by exogenous factors such as ultraviolet rays, life pressure and environmental pollution can be effectively relieved.

Description

Technical Field

[0001] This invention relates to the field of cosmetic technology, and in particular to a multidimensional firming and anti-wrinkle composition containing oxidized resveratrol and its application. Background Technology

[0002] Skin aging is a complex, multifactorial process resulting from the combined effects of endogenous factors (such as free radical damage, collagen degradation, and the accumulation of advanced glycation end products (AGEs)) and exogenous factors (such as ultraviolet radiation, pollution, and stress). For a long time, research on anti-aging products has primarily focused on endogenous factors, such as retinol and its derivatives, which can effectively promote collagen production; vitamin C, as an effective antioxidant, can inhibit free radical damage and promote collagen synthesis; and peptides such as acetyl hexapeptide-8 can reduce muscle contraction by inhibiting neurotransmitter release, thereby improving dynamic wrinkles.

[0003] However, in recent years, the mechanisms by which external environmental factors, emotional stress, and skin aging are related have gradually attracted attention. Firstly, environmental pollutants such as particulate matter (PM2.5), polycyclic aromatic hydrocarbons (PAHs), heavy metals (lead, mercury, arsenic), and volatile organic compounds (VOCs) can all lead to skin aging. Particulate matter can enter the body through the stratum corneum or hair follicles and can also act as a carrier for pollutants such as PAHs. PAHs are high-affinity ligands for aromatic hydrocarbon receptors (AHRs). Activation of AHRs can initiate downstream oxidative stress and inflammatory responses, thereby promoting wrinkle formation and reducing barrier function. Secondly, the damage to the skin caused by ultraviolet radiation from the external environment is cumulative and irreversible. UVB can directly penetrate the epidermis, causing double-strand breaks or base mutations in skin cell DNA, thus affecting epidermal renewal and dermal collagen synthesis; UVA can penetrate to the dermis, activating photosensitive substances in the skin (such as tryptophan and tyrosine), producing a large number of reactive oxygen species (ROS). Excessive ROS attacks cell membrane lipids, proteins, and nucleic acids, disrupting the normal metabolism of fibroblasts and inhibiting the expression of collagen synthesis-related genes. Furthermore, ultraviolet radiation significantly upregulates the expression of matrix metalloproteinases (MMPs) (especially MMP-1, MMP-3, and MMP-9). These enzymes specifically degrade dermal matrix components such as collagen and elastin, and the activation of MMPs by ultraviolet radiation is persistent; even after irradiation ceases, enzyme activity remains for a period, leading to the gradual disintegration of the skin's supporting structure and the appearance of wrinkles and sagging. Thirdly, life stress also has a certain impact on aging. Stress activates the hypothalamus-pituitary-adrenal axis (HPA axis), leading to long-term excessive secretion of glucocorticoids (such as cortisol), which in turn affects the brain, immune system, muscles, and bones, thus promoting aging. In addition, chronic social stress triggers DNA damage, activating p16Ink4a-dependent cellular senescence programs, causing neurons and other cells to enter a senescent state, secreting inflammatory factors, and forming an aging microenvironment, thereby accelerating brain and physical aging.

[0004] It is evident that exogenous factors have a significant impact on skin aging. While anti-aging products targeting exogenous factors have achieved some success, there are few products that can effectively protect against ultraviolet radiation, life stress, and environmental pollutants at the same time. Summary of the Invention

[0005] Based on this, the purpose of the present invention is to overcome the shortcomings of the prior art and provide a multidimensional firming and anti-wrinkle composition containing oxidized resveratrol and its application.

[0006] To achieve the above objectives, the technical solution adopted by the present invention is as follows: a multidimensional firming and anti-wrinkle composition containing oxidized resveratrol, characterized in that it comprises the following components in parts by weight: 0.1-5 parts of oxidized resveratrol cocrystal, 0.1-3 parts of Albizia julibrissin bark extract, 0.1-3 parts of Watercress extract, and 0.01-1 parts of Erycibe obtusifolia extract; the hydrogen bond acceptor of the oxidized resveratrol cocrystal is betaine, the hydrogen bond donor of the oxidized resveratrol cocrystal is oxidized resveratrol, and the solubility of the oxidized resveratrol cocrystal is ≥1 mg / mL.

[0007] The solubility of the oxidized resveratrol cocrystal was determined by HPLC.

[0008] This invention innovatively combines oxidized resveratrol and betaine through a co-crystallization technique to prepare oxidized resveratrol co-crystallization, improving its water solubility while maintaining the anti-aging effects of oxidized resveratrol. The oxidized resveratrol co-crystallization breaks down the intermolecular aggregation of oxidized resveratrol through hydrogen bonding, significantly enhancing water solubility. Furthermore, the skin penetration-promoting effect of betaine allows oxidized resveratrol to quickly penetrate the stratum corneum to the dermis, blocking oxidative stress and inflammation at the source. Betaine can simultaneously downregulate collagen metabolism-related genes, reducing collagen degradation and stimulating collagen synthesis, increasing skin elasticity and firmness, and reducing wrinkles and sagging. Simultaneously, after co-crystallization, oxidized resveratrol and betaine are connected by hydrogen bonds and other forces. The hydrogen bond network formed by the co-crystallization may have a certain adsorption capacity for pollutants such as PM2.5, resulting in better synergistic anti-aging effects when combined with extracts of Albizia julibrissin bark, Watercress, and Erycibe obtusifolia.

[0009] Albizia julibrissin bark extract can synergistically inhibit MMP activity with oxidized resveratrol cocrystals. It can also competitively antagonize the activation of other aryl hydrocarbon receptor agonists (such as PAHs), thereby affecting downstream signaling pathways of AHR and alleviating skin aging caused by exogenous environmental factors such as ultraviolet radiation and pollution. Chlorogenic acid and other polyphenolic compounds in Eryngium sibiricum extract can neutralize free radicals, further reducing oxidative stress induced by ultraviolet radiation and environmental pollutants. Its triterpenoids and polysaccharides possess anti-inflammatory properties, inhibiting the release of pro-inflammatory factors (such as IL-6 and TNF-α). Watercress extract has strong antioxidant activity, helping to reduce skin damage caused by aging and environmental pollution.

[0010] Furthermore, saponins and flavonoids in Albizia julibrissin bark extract can downregulate the overactivation of the HPA axis, correct the imbalance of stress hormones such as cortisol under stress, and alleviate stress-induced skin aging. Watercress extract, rich in minerals, can provide a "botox-like" effect, reducing muscle contraction by acting on neuromuscular junctions, thus having a muscle-relaxing effect and further counteracting the harmful effects of stress on the skin. Meanwhile, oxidized resveratrol cocrystals and polyphenolic flavonoids in Erycibe obtusifolia can effectively scavenge the large number of free radicals generated by life stress, alleviating oxidative damage.

[0011] This invention provides a composition comprising oxidized resveratrol cocrystal, Albizia julibrissin bark extract, Watercress extract, and Erycibe obtusifolia extract. By rationally combining oxidized resveratrol cocrystal with Albizia julibrissin bark extract, Watercress extract, and Erycibe obtusifolia extract, this invention can effectively alleviate skin aging problems caused by exogenous factors such as ultraviolet radiation, stress, and environmental pollution.

[0012] In some embodiments, the multidimensional firming and anti-wrinkle composition containing oxidized resveratrol comprises the following components in parts by weight: 1-3 parts oxidized resveratrol cocrystals, 1-2 parts Albizia julibrissin bark extract, 0.5-1.5 parts Watercress extract, and 0.3-0.8 parts Erycibe obtusifolia extract.

[0013] In some embodiments, the weight parts of the oxidized resveratrol cocrystal are one or any two of the following: 0.1 parts, 0.5 parts, 0.8 parts, 1 part, 1.3 parts, 1.5 parts, 1.8 parts, 2 parts, 2.5 parts, 3 parts, 3.5 parts, 4 parts, 4.5 parts, and 5 parts; and the weight parts of the Albizia julibrissin bark extract are one or any two of the following: 0.1 parts, 0.5 parts, 1 part, 1.5 parts, 2 parts, 2.5 parts, and 3 parts. The range values ​​of both; the weight parts of the watercress extract are 0.1 parts, 0.5 parts, 0.8 parts, 1 part, 1.3 parts, 1.5 parts, 1.8 parts, 2 parts, 2.5 parts, 3 parts, or any two of these range values; the weight parts of the sea celery extract are 0.01 parts, 0.05 parts, 0.08 parts, 0.1 parts, 0.3 parts, 0.5 parts, 0.8 parts, 1.0 parts, or any two of these range values.

[0014] In some embodiments, the solubility of the oxidized resveratrol cocrystal can be a range of one or any two of 1 mg / mL, 1.2 mg / mL, 1.3 mg / mL, 1.4 mg / mL, 1.5 mg / mL, 1.8 mg / mL, and 2 mg / mL; for example, the solubility of the oxidized resveratrol cocrystal can be 1-2 mg / mL.

[0015] In some embodiments, the weight percentage of the oxidized resveratrol cocrystal is 25-40% based on the total weight of the multidimensional firming and anti-wrinkle composition containing the oxidized resveratrol cocrystal.

[0016] In some embodiments, the weight percentage of the resveratrol cocrystal containing the multidimensional firming and anti-wrinkle composition is one or any two of 25%, 27%, 29%, 30%, 35%, 37%, 39%, and 40% based on the total weight of the composition.

[0017] In some embodiments, the method for preparing the oxidized resveratrol cocrystal includes the following steps: mixing oxidized resveratrol and betaine in a mass ratio of (1-2):1 until homogeneous, then adding anhydrous ethanol and stirring to dissolve, evaporating the ethanol, collecting the precipitated crystals, and obtaining the oxidized resveratrol cocrystal.

[0018] In some embodiments, the dissolution process may be assisted by ultrasound.

[0019] In some embodiments, the oxidized resveratrol cocrystal prepared according to the present invention is in powder form.

[0020] In some embodiments, the mass ratio of oxidized resveratrol to betaine is one or any two of the following: 1:1, 1.2:1, 1.5:1, 1.8:1, 1.9:1, 2:1.

[0021] In some embodiments, the mass-to-volume ratio of the mixture of oxidized resveratrol and betaine to anhydrous ethanol is 1 g: (40-50) mL.

[0022] In some embodiments, the mass-to-volume ratio of the mixture of oxidized resveratrol and betaine to anhydrous ethanol is one or any two of the following: 1g:40mL, 1g:42mL, 1g:45mL, 1g:48mL, 1g:50mL.

[0023] The inventors discovered that excessive ethanol leads to prolonged evaporation time, making the crystal precipitation process more susceptible to external environmental influences. Furthermore, the different solubilities of the two components in ethanol mean that prolonged evaporation time can cause one component to preferentially precipitate and form a single crystal, reducing the final amount of eutectic. Conversely, insufficient ethanol results in incomplete dissolution of the components, or even if the components are completely dissolved, they quickly reach saturation during evaporation, causing one or both components to precipitate prematurely without sufficient mixing in the solution, leading to incomplete eutectic formation.

[0024] In some embodiments, the evaporation is performed by rotary evaporation, and the evaporation temperature is 40-50°C.

[0025] In some embodiments, the drying temperature is 25-35°C.

[0026] In a second aspect, the present invention provides the use of the aforementioned multidimensional firming and anti-wrinkle composition containing oxidized resveratrol in the preparation of skin care products.

[0027] In a third aspect, the present invention provides a skin product comprising the aforementioned multidimensional firming and anti-wrinkle composition containing oxidized resveratrol.

[0028] In some embodiments, the skin care products include any one of toner, lotion, cream, lotion, mask, serum, and spray.

[0029] In some embodiments, the skin product comprises the following components by weight percentage: 0.5-3% of the firming and anti-wrinkle composition containing oxidized resveratrol cocrystals, 2-40% of the cosmetic matrix, and the balance being water.

[0030] In some embodiments, the cosmetic matrix includes at least one of a thickener, a moisturizer, an emulsifier / oil phase, a preservative, a fragrance, and a pH adjuster.

[0031] For example, the thickener includes at least one of xanthan gum, carbomer, and sodium polyacrylate; the humectant includes at least one of butylene glycol, allantoin, and hydrogenated lecithin; the emulsifier / oil phase includes C14-22 alcohol, C12-20 alkyl glucoside, and caprylic / capric triglyceride; the preservative includes at least one of 1,2-hexanediol and p-hydroxyacetophenone; and the pH adjuster includes at least one of arginine and EDTA-2Na.

[0032] Compared to existing technologies, the advantages of this invention are as follows: This invention innovatively combines oxidized resveratrol and betaine through a co-crystallization technique to prepare oxidized resveratrol co-crystallization, improving its water solubility while ensuring the anti-aging effects of oxidized resveratrol. Furthermore, this invention provides a composition comprising oxidized resveratrol co-crystallization, Albizia julibrissin bark extract, Watercress extract, and Erycibe obtusifolia extract. The rational combination of oxidized resveratrol co-crystallization with Albizia julibrissin bark extract, Watercress extract, and Erycibe obtusifolia extract can effectively alleviate skin aging problems caused by exogenous factors such as ultraviolet radiation, life stress, and environmental pollution. Attached Figure Description

[0033] Figure 1 Figure 1 shows the prepared resveratrol oxidized cocrystal-1. Figure 2 The FT-IR contrast spectra of resveratrol oxide, betaine, and the resveratrol oxide cocrystal are shown. Detailed Implementation

[0034] To better illustrate the purpose, technical solution, and advantages of this invention, the invention will be further described below in conjunction with the accompanying drawings and specific embodiments. The purpose is to provide a detailed understanding of the invention, not to limit it. All other embodiments obtained by those skilled in the art without inventive effort are within the scope of protection of this invention. Unless otherwise specified, the experimental reagents and instruments designed in the embodiments and comparative examples of this invention are commonly used reagents and instruments, all of which are commercially available. Unless otherwise specified, the experimental methods used in the embodiments and comparative examples are conventional methods; and unless otherwise specified, the raw materials used in parallel experiments are from the same batch.

[0035] The raw materials of this invention will now be further described, but are not limited to the following raw materials: Oxidized resveratrol was purchased from Naturalis Srl, under the product name OXYRESVERATROL; Betaine and choline chloride were purchased from Aladdin Reagents, with a purity of ≥98%. The extract of Albizia julibrissin bark was purchased from Guangzhou Xiyilong Trading Co., Ltd., under the product name PRODIZIA. The watercress extract was purchased from Silab under the product name MYOLINE®. The sea fennel extract was purchased from Seppic under the product name CELLULOSOMES® ERYNGIUM MARITIMUM.

[0036] Ginkgo biloba extract was purchased from Shanxi Kangrui Kesheng Biotechnology Co., Ltd. Cabbage leaf extract was purchased from Nanjing Dausif Biotechnology Co., Ltd. Bupleurum extract was purchased from Shanxi Xihe Biotechnology Co., Ltd.

[0037] Oxidized resveratrol cocrystal-1: self-made, prepared by the following method: Oxidized resveratrol and betaine were mixed evenly at a mass ratio of 1.5:1, then anhydrous ethanol was added and stirred to dissolve, the ethanol was evaporated by rotary evaporation at 50°C, and dried at 30°C to obtain the oxidized resveratrol cocrystal; the mass-volume ratio of the mixture of oxidized resveratrol and betaine to anhydrous ethanol was 1 g: 40 mL.

[0038] Oxidized resveratrol cocrystal-2: prepared in-house, the only difference from the preparation method of oxidized resveratrol cocrystal-1 is that the mass ratio of oxidized resveratrol and betaine is different, and the mass ratio of oxidized resveratrol and betaine is 1:1.

[0039] Oxidized resveratrol cocrystal-3: prepared in-house, the only difference from the preparation method of oxidized resveratrol cocrystal-1 is that the mass ratio of oxidized resveratrol to betaine is different, and the mass ratio of oxidized resveratrol to betaine is 2:1.

[0040] Oxidized resveratrol cocrystal-4: prepared in-house, the only difference from the preparation method of oxidized resveratrol cocrystal-1 is that the mass-volume ratio of the mixture of oxidized resveratrol and betaine to anhydrous ethanol is different, being 1 g: 50 mL.

[0041] Oxidized resveratrol cocrystal-5: prepared in-house, the only difference from the preparation method of oxidized resveratrol cocrystal-1 is that the mass ratio of oxidized resveratrol to betaine is different, and the mass ratio of oxidized resveratrol to betaine is 0.5:1.

[0042] Oxidized resveratrol cocrystal-6: self-made, the only difference between the preparation method of oxidized resveratrol cocrystal-1 and that of oxidized resveratrol cocrystal-1 is that the mass ratio of oxidized resveratrol and betaine is different, and the mass ratio of oxidized resveratrol and betaine is 3:1.

[0043] Oxidized resveratrol cocrystal-7: prepared in-house, the only difference from the preparation method of oxidized resveratrol cocrystal-1 is that the mass-volume ratio of the mixture of oxidized resveratrol and betaine to anhydrous ethanol is different, being 1 g: 30 mL.

[0044] Oxidized resveratrol cocrystal-8: prepared in-house, the only difference from the preparation method of oxidized resveratrol cocrystal-1 is that the mass-volume ratio of the mixture of oxidized resveratrol and betaine to anhydrous ethanol is different, being 1 g: 60 mL.

[0045] Oxidized resveratrol cocrystal-9: prepared in-house, the only difference from the preparation method of oxidized resveratrol cocrystal-1 is that choline chloride is used instead of betaine.

[0046] Examples and Comparative Examples The present invention provides a firming and anti-wrinkle composition in the embodiments and comparative examples. The components and weight parts of the composition are shown in Tables 1-2. The preparation method of the composition includes the following steps: mixing each component evenly to obtain the firming and anti-wrinkle composition.

[0047] Table 1 Table 2 Application examples and comparative application examples Application Examples 1-10, Comparative Application Examples 1-11, and the blank application example of this invention provide emulsions containing a multidimensional firming and anti-wrinkle composition. The components (mass percentage) of the emulsions are shown in Table 3. The multidimensional firming and anti-wrinkle compositions used in Application Examples 1-9 are the multidimensional firming and anti-wrinkle compositions prepared in Examples 1-9, and the multidimensional firming and anti-wrinkle compositions used in Comparative Application Examples 1-11 are the multidimensional firming and anti-wrinkle compositions prepared in Comparative Examples 1-11. For example, the multidimensional firming and anti-wrinkle composition used in Application Example 1 is the multidimensional firming and anti-wrinkle composition prepared in Example 1, and the multidimensional firming and anti-wrinkle composition used in Application Example 2 is the multidimensional firming and anti-wrinkle composition prepared in Example 2. The multidimensional firming and anti-wrinkle composition used in Application Example 10 is the multidimensional firming and anti-wrinkle composition prepared in Example 1, and the multidimensional firming and anti-wrinkle composition used in Comparative Application Example 1 is the multidimensional firming and anti-wrinkle composition prepared in Comparative Example 1, and so on.

[0048] The method for preparing the emulsion provided in Application Example 1 is as follows: (1) Mix phase A with water and stir, heat to 80°C, then homogenize at 1000 rpm for 5 min. After homogenization, keep warm for later use to obtain pre-prepared phase A; (2) Mix the B phase, heat it to 80°C, and homogenize it at 1000 rpm for 5 min. After homogenization, keep it warm for later use to obtain the pre-made B phase; (3) Mix the C phase and heat it to 60°C to melt it to obtain the pre-made C phase; mix the D phase and E phase separately and stir until dissolved to obtain the pre-made D and E phases; (4) Heat the pre-prepared A phase to 85°C, add the pre-prepared B phase at 350 rpm, stir and mix, then cool down to below 60°C, add the pre-prepared C phase at 300 rpm and stir and mix, then cool down to below 45°C, add the D and E phases and continue stirring for 5 min, then discharge the material to obtain the emulsion.

[0049] The preparation methods of the emulsions provided in the other application examples, comparative application examples, and blank application examples are consistent with those in application example 1. If the relevant components are not available, they can be omitted.

[0050] Table 3 Performance Testing - 1. Water Solubility Test of Oxyresveratrol Cocrystal Test samples: Oxidized resveratrol cocrystal-1 to Oxidized resveratrol cocrystal-9; The test method is as follows: the prepared resveratrol oxidized cocrystals are dissolved in water and prepared into a supersaturated solution under magnetic stirring. After filtration, the solubility of resveratrol oxidized is detected by HPLC. Preparation of standard working solutions: Prepare solutions of oxidized resveratrol standard with methanol at concentrations of 0.1 µg / mL, 0.5 µg / mL, 1 µg / mL, 2 µg / mL, 5 µg / mL, and 10 µg / mL; Sample testing method: The filtrate is filtered through a 0.22µm filter membrane and then prepared for use.

[0051] The test conditions were as follows: column C18-150mm×3mm×2.7µm, column temperature 35℃, flow rate 0.8ml / min, DAD detector, detection wavelength 328nm, injection volume 5µL, and mobile phase as shown in Table 4.

[0052] Table 4 The results are shown in Table 5 below.

[0053] Table 5 in, Figure 1 The image shown is of the prepared oxidized resveratrol cocrystal-1; the others are not shown individually. Figure 2 The image shows the FT-IR contrast spectrum of resveratrol oxide, betaine, and the resveratrol oxide cocrystal. The wavenumber is 3207.755 cm⁻¹. -1 The peak represents the hydroxyl stretching vibration of resveratrol oxidation. After forming a eutectic with betaine, it blue-shifts to a wavenumber of 3250.854 cm⁻¹. -1 The presence of intermolecular hydrogen bonding indicates that the peak shape and position of the stretching vibration peak of the hydroxyl group (OH) in the eutectic structure have changed significantly.

[0054] As shown in the table above, the resveratrol oxidized cocrystal prepared by combining resveratrol oxidized and betaine through cocrystallization technology has a solubility ≥1 mg / mL, which is significantly improved compared to the solubility of resveratrol oxidized alone. A comparison of resveratrol oxidized cocrystals 1-3 and 5-6 shows that during the preparation of the resveratrol oxidized cocrystal, the hydroxyl groups of resveratrol oxidized and the carboxylic acid of betaine form hydrogen bonds. When the mass ratio of resveratrol oxidized to betaine is (1-2):1, there is less monomer residue, optimal cocrystal formation, and better solubility.

[0055] A comparison of resveratrol oxidized cocrystals 1, 4, and 7-8 shows that the optimal cocrystal formation occurs when the mass-to-volume ratio of the resveratrol oxidized and betaine mixture to anhydrous ethanol is 1 g:(40-50) mL. This results in less external influence during crystal precipitation, more complete dissolution, and better solubility. A comparison of resveratrol oxidized cocrystals 1 and 9 shows that the final solubility difference between resveratrol oxidized cocrystals with betaine or choline chloride is not significant.

[0056] Performance Test - 2 Composition Antifouling Ability Test Test samples: Multidimensional firming and anti-wrinkle compositions prepared in Examples 1-9 and Comparative Examples 1-11; Irritant Preparation: Haze particulate matter (PM2.5) was collected for 24 hours using a Th-150c III airflow sampler with a quartz filter membrane. Samples were immediately stored at -20°C after collection. The quartz filter membrane containing PM2.5 pollutants was fragmented and extracted for 24 hours using a microwave-assisted ultrasonic method with n-hexane / dichloromethane (1 / 1, v / v). The organic extract was concentrated to approximately 1 mL using a rotary evaporator, and the pollutants were then diluted with dimethyl sulfoxide (DMSO) to obtain an irritant solution with a PM2.5 concentration of 100 μg / mL, which was stored at -20°C.

[0057] Cell viability improvement test: Human keratinocytes (HaCaT, Shanghai Yaji Biotechnology Co., Ltd.) were resuscitated and cultured in DMEM medium (2105341, Gibco) containing 10% fetal bovine serum (FBS). The multidimensional firming and anti-wrinkle compositions prepared in the examples and comparative examples were diluted with DMEM medium to a working solution of 1% by weight. Cells in the sample group were treated with PM2.5 (100 μg / mL) stimulant solution and the working solutions of the compositions in each example and comparative example for 24 h, while the model group was treated only with PM2.5 (100 μg / mL) stimulant solution for 24 h. Cell viability of HaCaT cells in the sample and model groups was detected using the MTT assay.

[0058] Cell viability improvement rate (%) = (Sample group cell viability - Model group cell viability) / Model group cell viability × 100%; The results are shown in Table 6 below.

[0059] Table 6 As shown in the table above, the multidimensional firming and anti-wrinkle composition prepared in the embodiments of the present invention has a cell activity improvement rate of ≥30% and has good anti-pollution ability.

[0060] As can be seen from the comparison of Examples 1-4 and Comparative Examples 1-5, the preparation method of oxidized resveratrol cocrystal affects the anti-pollution ability of the final multidimensional firming and anti-wrinkle composition. When the mass ratio of oxidized resveratrol and betaine is (1-2):1 during the preparation of oxidized resveratrol cocrystal, there is less monomer residue and better cocrystal formation. After the cocrystal is prepared, oxidized resveratrol and betaine are connected by hydrogen bonds and other forces, which enhances the solubility of the components in solution compared to the simple physical mixing of the two components. On the other hand, the hydrogen bond network formed by the cocrystal may have a certain adsorption capacity for pollutants such as PM2.5, and the synergistic anti-pollution effect with Albizia julibrissin bark extract, watercress extract, and Erycibe obtusifolia extract is better. When the mass-volume ratio of the mixture of oxidized resveratrol and betaine to anhydrous ethanol is 1g:(40-50)mL, the crystal precipitation process is less affected by external factors and the dissolution is more complete, resulting in the best cocrystal formation and better synergistic anti-pollution effect with Albizia julibrissin bark extract, watercress extract, and Erycibe obtusifolia extract. In Comparative Example 5, resveratrol oxidized cocrystal 9 was used. Although the solubility difference was not significant, the final anti-pollution effect was poor because choline chloride could not downregulate collagen metabolism-related genes in sync with resveratrol oxidized, unlike betaine, and could not stimulate collagen synthesis in sync, resulting in a significant decrease in the final anti-pollution effect.

[0061] As can be seen from the comparison of Examples 1 and 5-9, the weight percentage of each component in the multidimensional firming and anti-wrinkle composition containing oxidized resveratrol affects the final anti-pollution effect. The anti-pollution effect is better when the weight percentage of oxidized resveratrol cocrystal is 1-3 parts, Albizia julibrissin bark extract is 1-2 parts, Watercress extract is 0.5-1.5 parts, and Erycibe obtusifolia extract is 0.3-0.8 parts. Furthermore, the anti-pollution effect is optimal when the weight percentage of oxidized resveratrol cocrystal is 25-40%.

[0062] As can be seen from the comparison of Examples 1 and Comparative Examples 6-8, when other types of extracts are used to replace the specific Albizia julibrissin bark extract, Watercress extract, or Erycibe obtusifolia extract of this application, the components cannot form a good synergy. For example, in Comparative Example 6, Ginkgo biloba leaf extract was used to replace Albizia julibrissin bark extract, which could not synergistically affect the downstream signaling pathway of AHR with oxidized resveratrol cocrystal, and therefore could not have a good anti-pollution effect; in Comparative Example 7, Cabbage leaf extract was used to replace Watercress extract, but Cabbage leaf extract had poor antioxidant activity and could not synergistically resist pollution with other components; in Comparative Example 8, Bupleurum chinense extract was used to replace Erycibe obtusifolia extract, but Bupleurum chinense extract had poor free radical neutralization effect and could not synergistically resist pollution with other components.

[0063] As can be seen from the comparison of Example 1 and Comparative Examples 9-11, when the total weight of the system remains unchanged but lacks the extract of Erycibe obtusifolia, Albizia julibrissin bark, or Watercress extract, the synergistic effect of oxidized resveratrol cocrystal, Albizia julibrissin bark extract, Watercress extract, and Erycibe obtusifolia extract cannot be exerted, and the anti-pollution effect is significantly reduced.

[0064] Performance Test-3 Effect of the Composition on the Expression of MMP-1 Metalloproteinase in Fibroblasts after UVB Induction Test samples: Multidimensional firming and anti-wrinkle compositions prepared in Examples 1-9 and Comparative Examples 1-11; UVB irradiation accelerates skin aging by enhancing the expression of various matrix metalloproteinases (MMPs), such as MMP-1, inducing the degradation of extracellular matrix proteins, and downregulating the expression of skin fibrous proteins. This section of the test includes the following steps: (1) Experimental materials: Phosphate-buffered saline (PBS), Shanghai Solarbio; 1×DMEM high glucose medium, Gibco; Fetal bovine serum (FBS), Gibco; Hyaluronidase and hyaluronic acid, Solarbio; Human skin fibroblasts HSF were purchased from Kunming Cell Bank, Chinese Academy of Sciences.

[0065] (2) Experimental method: Take a bottle of cells in good exponential growth phase, add 0.25% trypsin digestion solution, digest to detach the adherent cells, and count 1-4 × 10⁻⁴ cells. 5 Cells were cultured at a density of 100 cells / mL to prepare a cell suspension, which was then seeded into 96-well plates. The complete culture medium was aspirated from the wells, PBS was added, and the plates were exposed to UVB light for 15 min (irradiation intensity: 80-90 μW / cm²). 2 Irradiation dose: 80 mJ / cm 2 The blank control group did not require irradiation. After irradiation for 15 minutes, the PBS solution was aspirated.

[0066] Sample group: Add sample solution (concentration 500 μg / mL, dissolved in PBS); UVB group: Add PBS; Blank group: Add PBS; All three groups were cultured for 24 h. Cell lysates were collected, RNA was extracted, and three parallel wells were set up for each group.

[0067] Total RNA was extracted from cells using the TRIzol method, and the purity and concentration of RNA were determined. 1 μg of RNA was used for reverse transcription. cDNA was detected by PCR using the SYBR Green I fluorescent chimeric dye method. -△△Ct The relative expression level of mRNA was calculated using the following method. The data from the blank group were normalized, and the mRNA (%) was calculated as follows: mRNA (%) = Σ(mRNA expression level in the sample group / average mRNA expression level in the blank group) / 3 * 100%. The results are shown in Table 7.

[0068] Table 7 As shown in the table above, the multidimensional firming and anti-wrinkle composition prepared in the embodiments of the present invention can reduce the expression of matrix metalloproteinases (MMPs) and has good anti-ultraviolet ability.

[0069] As can be seen from the comparison of Examples 1-4 and Comparative Examples 1-5, the preparation method of oxidized resveratrol cocrystal affects the UV protection ability of the final multidimensional firming and anti-wrinkle composition. When the mass ratio of oxidized resveratrol and betaine during the preparation of oxidized resveratrol cocrystal is (1-2):1, there is less monomer residue, better cocrystal formation, and better synergistic UV protection effect with Albizia julibrissin bark extract, Watercress extract, and Erycibe obtusifolia extract. When the mass-volume ratio of the mixture of oxidized resveratrol and betaine to anhydrous ethanol is 1g:(40-50)mL, the crystal precipitation process is less affected by external factors and the dissolution is more complete, resulting in optimal cocrystal formation and better synergistic UV protection effect with Albizia julibrissin bark extract, Watercress extract, and Erycibe obtusifolia extract. Among them, Comparative Example 5 used oxidized resveratrol cocrystal 9. Although the solubility difference was not significant, the final anti-pollution effect was poor because choline chloride could not downregulate collagen metabolism-related genes in sync with oxidized resveratrol like betaine, and could not stimulate collagen synthesis in sync, resulting in a significant decrease in the anti-ultraviolet effect.

[0070] As can be seen from the comparison of Examples 1 and 5-9, the weight percentage of each component in the multidimensional firming and anti-wrinkle composition containing oxidized resveratrol affects the final anti-UV effect. The anti-UV effect is better when the weight percentage of oxidized resveratrol cocrystal is 1-3 parts, Albizia julibrissin bark extract is 1-2 parts, Watercress extract is 0.5-1.5 parts, and Erycibe obtusifolia extract is 0.3-0.8 parts. Furthermore, the anti-UV effect is best when the weight percentage of the oxidized resveratrol cocrystal is 25-40%.

[0071] As can be seen from the comparison of Examples 1 and Comparative Examples 6-8, when other types of extracts are used to replace the specific Albizia julibrissin bark extract, Watercress extract, or Erycibe obtusifolia extract of this application, the components cannot form a good synergy. For example, in Comparative Example 6, Ginkgo biloba leaf extract was used to replace Albizia julibrissin bark extract, which could not synergistically inhibit MMPs activity with oxidized resveratrol cocrystals and could not have a good anti-ultraviolet effect; in Comparative Example 7, Cabbage leaf extract was used to replace Watercress extract, and Cabbage leaf extract had poor antioxidant activity and could not synergistically resist ultraviolet rays with other components; in Comparative Example 8, Bupleurum chinense extract was used to replace Erycibe obtusifolia extract, and Bupleurum chinense extract had poor free radical neutralization effect and could not synergistically resist ultraviolet rays with other components.

[0072] As can be seen from the comparison of Example 1 and Comparative Examples 9-11, when the total weight of the system remains unchanged but lacks the extract of Erythrina variegata, Albizia julibrissin bark, or Watercress extract, the synergistic effect of oxidized resveratrol cocrystal, Albizia julibrissin bark extract, Watercress extract, and Erythrina variegata extract cannot be exerted, and the anti-ultraviolet effect is significantly reduced.

[0073] Performance Test - 4 External Stress Relief Capability The ability of the composition to relieve stress in vitro was evaluated by detecting its inhibitory effect on the stress hormone cortisol.

[0074] Test samples: Multidimensional firming and anti-wrinkle compositions prepared in Examples 1-9 and Comparative Examples 1-11; The cell line used was human keratinocytes (HaCaT, Shanghai Yaji Biotechnology Co., Ltd.). The test conditions were: incubator temperature 37±1℃, humidity 90±5%, carbon dioxide 5±1%. Cells were cultured and treated according to groups, followed by testing. The test methods are as follows: Sample preparation: Dilute each sample with DMSO to a 10% sample solution; The cell suspension was seeded into 96-well cell culture plates at a density of 2000 cells / well, and 100 μL of culture medium was added to each well. The cells were then cultured for 24 h. Induction and sample administration: Discard the supernatant. Add 100 μL of DMEM medium (2105341, Gibco) containing 100 nM adrenocorticotropic hormone (ACTH) (MedChemExpress, HY-106373) to the control group. Add 100 μL of medium containing 100 nM ACTH and 0.5 wt% sample solution to the sample group. Incubate for 24 h. Cortisol content determination: Cell supernatant was extracted, and the cortisol content of cell supernatant in each group was detected using a human cortisol ELISA kit (catalog number BLL107923E, Baililai Biotechnology), and the cortisol reduction rate was calculated. Cortisol reduction rate = (cortisol) 对照组 - Cortisol 样品组 Cortisol 对照组 ×100%; where, the higher the cortisol reduction rate, the stronger the composition's ability to relieve stress. The results are shown in Table 8 below.

[0075] Table 8 As shown in the table above, the multidimensional firming and anti-wrinkle composition prepared in the embodiments of the present invention can improve the cortisol reduction rate and has a good ability to relieve skin aging caused by stress.

[0076] As can be seen from the comparison of Examples 1-4 and Comparative Examples 1-5, the preparation method of oxidized resveratrol cocrystal has little effect on the ability of the final multidimensional firming and anti-wrinkle composition to relieve stress-induced skin aging.

[0077] As can be seen from the comparison of Examples 1 and 5-9, the weight percentage of each component in the multidimensional firming and anti-wrinkle composition containing oxidized resveratrol affects the final ability to alleviate stress-induced skin aging. When the weight percentage of oxidized resveratrol cocrystal is 1-3 parts, Albizia julibrissin bark extract is 1-2 parts, Watercress extract is 0.5-1.5 parts, and Erycibe obtusifolia extract is 0.3-0.8 parts, the ability to alleviate stress-induced skin aging is better. Furthermore, when the weight percentage of oxidized resveratrol cocrystal is 25-40%, the ability to alleviate stress-induced skin aging is optimal. Moreover, Albizia julibrissin bark extract is an important component of the multidimensional firming and anti-wrinkle composition. Under the main action of Albizia julibrissin bark extract, it works synergistically with Watercress extract, Erycibe obtusifolia extract, and oxidized resveratrol cocrystal to prepare a composition with good ability to alleviate stress-induced skin aging.

[0078] As can be seen from the comparison of Examples 1 and Comparative Examples 6-8, when other types of extracts are used to replace the specific Albizia julibrissin bark extract, Watercress extract, or Erycibe obtusifolia extract of this application, the components cannot form a good synergy. For example, in Comparative Example 6, Ginkgo biloba leaf extract was used to replace Albizia julibrissin bark extract, which could not downregulate the overactivation of the HPA axis, could not correct the imbalance of stress hormones such as cortisol under stress, and could not alleviate stress-induced skin aging; in Comparative Example 7, Cabbage leaf extract was used to replace Watercress extract, but Cabbage leaf extract could not provide a "botox-like" effect and could not synergistically alleviate stress-induced skin aging with other components; in Comparative Example 8, Bupleurum chinense extract was used to replace Erycibe obtusifolia extract, but Bupleurum chinense extract had a poor free radical neutralizing effect and could not synergistically alleviate stress-induced skin aging with other components.

[0079] As can be seen from the comparison of Example 1 and Comparative Examples 9-11, when the total weight of the system remains unchanged but lacks Erythrina variegata extract, Albizia julibrissin bark extract, or Watercress extract, the synergistic effect of oxidized resveratrol cocrystal, Albizia julibrissin bark extract, Watercress extract, and Erythrina variegata extract cannot be exerted, and the ability to relieve stress-induced skin aging is significantly reduced.

[0080] Performance Testing - 5 Human Efficacy Tests Test groups: emulsions prepared in Application Examples 1-10, Comparative Application Examples 1-11, and Blank Application Examples; (1) 110 volunteers aged 18-45 were selected and randomly divided into 22 groups of 5 people each. The lotion of the present invention was used in the test. It was used once in the morning and once in the evening. The method of use was to take 1 g of sample and apply it evenly to the whole face after cleansing and moisturizing in the morning and evening, and gently massage until fully absorbed. Follow-up visits were conducted on days 0 and 28 to test various indicators.

[0081] (2) On the days of follow-up visits on days 0 and 28, the subjects did not apply any skin care products. After cleansing, they sat quietly for 30 minutes in a constant temperature and humidity room with a temperature of 21±1℃ and a humidity of 50±10%. The skin firmness F4 value of the subjects' faces was tested using a Cutometer MPA580, and the area of ​​crow's feet wrinkles was measured using Primos-CR.

[0082] (3) Analyze the improvement of each indicator. The data are averaged. The improvement is calculated as follows: In the formula: X 使用前 Data on various indicators tested before the subjects used the product (day 0); X 使用后 Data on various indicators were tested on the subjects after they used the product (28 days).

[0083] The calculated data is shown in Table 9 below: Table 9 As shown in the table above, the emulsion prepared by the application example of the present invention can alleviate skin aging problems, wherein the improvement rate of F4 value is >15% and the improvement rate of crow's feet area is >15%.

[0084] As can be seen from the comparison of Application Examples 1-4 and Comparative Application Examples 1-5, the preparation method of oxidized resveratrol cocrystal affects its ability to alleviate skin aging. When oxidized resveratrol and betaine are prepared in a mass ratio of (1-2):1, there is less monomer residue, better cocrystal formation, and oxidized resveratrol and betaine are linked by hydrogen bonds and other forces. The hydrogen bond network formed enhances the solubility of the components, improves the bioavailability of oxidized resveratrol, and enhances the inhibitory effect on MMPs. Furthermore, the hydrogen bond network enhances the moisturizing effect and the integrity of the skin barrier, resists the penetration of pollutants to a certain extent, and reduces skin aging caused by pollutants. It has a stronger synergistic effect with Albizia julibrissin bark extract, Watercress extract, and Erycibe obtusifolia extract in alleviating skin aging. When the mass-to-volume ratio of the mixture of oxidized resveratrol and betaine to anhydrous ethanol is 1 g:(40-50) mL, the crystal precipitation process is less affected by external factors and the dissolution is more complete, resulting in optimal co-crystal formation. This enhances the synergistic effect with extracts of Albizia julibrissin bark, Watercress, and Erycibe obtusifolia to alleviate skin aging. Comparative Example 5, using oxidized resveratrol co-crystal 9, showed a similar solubility, but ultimately exhibited poorer skin aging-alleviating ability. This is because choline chloride, unlike betaine, cannot synchronously downregulate collagen metabolism-related genes with oxidized resveratrol, thus failing to synchronously stimulate collagen synthesis, resulting in a significantly reduced ability to alleviate skin aging.

[0085] As can be seen from the comparison of Application Examples 1 and 5-9, the weight percentage of each component in the multidimensional firming and anti-wrinkle composition containing oxidized resveratrol affects the final ability to alleviate skin aging. When the weight percentage of oxidized resveratrol cocrystal is 1-3 parts, Albizia julibrissin bark extract is 1-2 parts, Watercress extract is 0.5-1.5 parts, and Erycibe obtusifolia extract is 0.3-0.8 parts, the ability to alleviate skin aging is better. Furthermore, when the weight percentage of the oxidized resveratrol cocrystal is 25-40%, the ability to alleviate skin aging is optimal.

[0086] As can be seen from the comparison between Application Example 1 and Comparative Application Examples 6-8, when other types of extracts are used to replace the specific Albizia julibrissin bark extract, Watercress extract, or Erycibe obtusifolia extract of this application, the components cannot form a good synergy. For example, in Comparative Application Example 6, Ginkgo biloba leaf extract is used to replace Albizia julibrissin bark extract, which cannot synergistically inhibit MMPs activity with oxidized resveratrol cocrystals, cannot downregulate the overactivation of the HPA axis, cannot correct the imbalance of stress hormones such as cortisol under stress, and has a poor ability to alleviate skin aging. In Comparative Application Example 7, Cabbage leaf extract is used to replace Watercress extract, but Cabbage leaf extract cannot provide a "botox-like" effect, has poor antioxidant activity, and cannot synergistically alleviate skin aging with other components. In Comparative Application Example 8, Bupleurum chinense extract is used to replace Erycibe obtusifolia extract, but Bupleurum chinense extract has a poor free radical neutralizing effect and cannot synergistically alleviate skin aging with other components.

[0087] As can be seen from the comparison of Application Example 1 and Comparative Application Examples 9-11, when the total weight of the system remains unchanged but lacks Erythrina variegata extract, Albizia julibrissin bark extract, or Watercress extract, the synergistic effect of oxidized resveratrol cocrystal, Albizia julibrissin bark extract, Watercress extract, and Erythrina variegata extract cannot be exerted, and the ability to alleviate skin aging is significantly reduced.

[0088] Finally, it should be noted that the above embodiments are only used to illustrate the technical solutions of the present invention and are not intended to limit the scope of protection of the present invention. Although the present invention has been described in detail with reference to preferred embodiments, those skilled in the art should understand that modifications or equivalent substitutions can be made to the technical solutions of the present invention without departing from the essence and scope of the technical solutions of the present invention.

Claims

1. A multidimensional firming and anti-wrinkle composition containing oxidized resveratrol, characterized in that, The product comprises the following components in parts by weight: 0.1-5 parts of oxidized resveratrol cocrystal, 0.1-3 parts of Albizia julibrissin bark extract, 0.1-3 parts of Watercress extract, and 0.01-1 parts of Erycibe obtusifolia extract; the hydrogen bond acceptor of the oxidized resveratrol cocrystal is betaine, the hydrogen bond donor of the oxidized resveratrol cocrystal is oxidized resveratrol, and the solubility of the oxidized resveratrol cocrystal is ≥1 mg / mL.

2. The multidimensional firming and anti-wrinkle composition containing oxidized resveratrol as described in claim 1, characterized in that, It includes the following components in parts by weight: 1-3 parts of oxidized resveratrol cocrystal, 1-2 parts of Albizia julibrissin bark extract, 0.5-1.5 parts of watercress extract, and 0.3-0.8 parts of Erycibe obtusifolia extract.

3. The multidimensional firming and anti-wrinkle composition containing oxidized resveratrol as described in claim 1, characterized in that, Based on the total weight of the multidimensional firming and anti-wrinkle composition containing oxidized resveratrol, the weight percentage of the oxidized resveratrol cocrystal is 25-40%.

4. The multidimensional firming and anti-wrinkle composition containing oxidized resveratrol as described in claim 1, characterized in that, The solubility of the oxidized resveratrol cocrystal is 1-2 mg / mL.

5. The multidimensional firming and anti-wrinkle composition containing oxidized resveratrol as described in claim 1, characterized in that, The method for preparing the oxidized resveratrol cocrystal includes the following steps: oxidized resveratrol and betaine are mixed evenly at a mass ratio of (1-2):1, then anhydrous ethanol is added and stirred to dissolve, and the ethanol is evaporated to obtain the oxidized resveratrol cocrystal.

6. The multidimensional firming and anti-wrinkle composition containing oxidized resveratrol as described in claim 5, characterized in that, The mass-to-volume ratio of the mixture of oxidized resveratrol and betaine to anhydrous ethanol is 1 g: (40-50) mL.

7. The multidimensional firming and anti-wrinkle composition containing oxidized resveratrol as described in claim 5, characterized in that, The evaporation is performed using rotary evaporation, and the evaporation temperature is 40-50℃; And / or, the drying temperature is 25-35°C.

8. The use of a multidimensional firming and anti-wrinkle composition containing oxidized resveratrol as described in any one of claims 1-7 in the preparation of skin care products.

9. A skin care product, characterized in that, The skin care products include the multidimensional firming and anti-wrinkle composition containing oxidized resveratrol as described in any one of claims 1-7.

10. The skin product as described in claim 9, characterized in that, The skin care product comprises the following components by weight percentage: The multidimensional firming and anti-wrinkle composition containing oxidized resveratrol as described in any one of claims 1-7 comprises 0.5-3% cosmetic matrix and the balance being water.

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