Use of 3-hydroxy-5-substituted benzoic acid in the preparation of cosmetic compositions or non-therapeutic skin treatment compositions

Abstract

The present invention relates to the use of 3-hydroxy-5-substituted benzoic acid in the preparation of cosmetic compositions or non-therapeutic skin treatment compositions, which can effectively solve the problems that existing cosmetics have poor anti-wrinkle effects and cannot meet people's needs, and that non-therapeutic skin treatment compositions cannot effectively improve skin spots and acne. The technical solution for solving the problem comprises one of 3-fluoro-5-hydroxybenzoic acid, 3-chloro-5-hydroxybenzoic acid, 3-bromo-5-hydroxybenzoic acid, and 3-hydroxy-5-methylbenzoic acid. Compared with existing anti-wrinkle ingredients in cosmetics or ingredients for improving skin spots and acne in non-therapeutic skin treatment compositions, the advantage of 3-hydroxy-5-substituted benzoic acid in cosmetics is that it has an anti-inflammatory effect through the lactate receptor GPR81, can promote subcutaneous fat synthesis, inhibit subcutaneous fat degradation, increase collagen synthesis, and is non-irritating. Therefore, it is a major innovation in anti-wrinkle ingredients and ingredients for improving skin spots and acne.

Description

Technical Field

[0001] The present invention relates to the technical field of daily necessities, in particular to application of a 3-hydroxy-5-substituted benzoic acid in the preparation of a cosmetic composition or a non-therapeutic skin treatment composition. Background Art

[0002] As we age, our metabolism slows, leading to a decrease in subcutaneous fat synthesis, collagen, and elastin production, which in turn contributes to the formation of wrinkles. External factors such as UV rays, insufficient rest, an unhealthy diet, smoking, and alcohol consumption can also accelerate the formation of wrinkles, spots, and acne.

[0003] Although there are numerous anti-wrinkle cosmetics and non-therapeutic skin treatment compositions for improving skin spots and acne on the market, many of them are ineffective in terms of anti-wrinkle, skin spot, and acne treatment, and thus fail to meet the needs of the public. 3-Hydroxy-5-substituted benzoic acid has a structure similar to 3,5-dihydroxybenzoic acid, wherein one of the hydroxyl groups at the 3- or 5-positions is replaced by a bromine molecule (Br) to form 3-bromo-5-hydroxybenzoic acid, a fluorine molecule (F) to form 3-fluoro-5-hydroxybenzoic acid, a chlorine molecule (Cl) to form 3-chloro-5-hydroxybenzoic acid, or a methyl molecule (CH3) to form 3-hydroxy-5-methylbenzoic acid. Although there have been previous reports on the use of 3-hydroxybenzoic acid (U.S. Patent No. 6,235,297, Antonelli et al.) and dihydroxybenzoic acid (U.S. Patent No. 5,766,613, Arraudeau et al.) in cosmetics, there have been no public reports on the use of these 3-hydroxy-5-substituted benzoic acids in preparing anti-wrinkle cosmetic compositions or non-therapeutic skin treatment compositions. Summary of the Invention

[0004] In view of the above situation and to remedy the deficiencies of the prior art, the present invention aims to provide a 3-hydroxy-5-substituted benzoic acid for use in the preparation of cosmetic compositions or non-therapeutic skin treatment compositions, which can effectively address the problems that existing cosmetics have poor anti-wrinkle effects and cannot meet people's needs, and that non-therapeutic skin treatment compositions cannot effectively improve skin spots and acne.

[0005] The technical solution provided by the present invention is that the 3-hydroxy-5-substituted benzoic acid is a structural analogue of 3,5-dihydroxybenzoic acid (Compound 1), including one of 3-fluoro-5-hydroxybenzoic acid (Compound 2), 3-chloro-5-hydroxybenzoic acid (Compound 3), 3-bromo-5-hydroxybenzoic acid (Compound 4), and 3-hydroxy-5-methylbenzoic acid (Compound 5), and the structural formulas are as follows:

[0006]

[0007] The cosmetic composition or non-therapeutic skin treatment composition contains 0.01-30% by weight of 3-hydroxy-5-substituted benzoic acid, with the optimal content of 3-hydroxy-5-substituted benzoic acid being 0.05-5%. The cosmetic composition containing 3-hydroxy-5-substituted benzoic acid has a significant anti-wrinkle effect, and can increase collagen synthesis, enhance skin elasticity, and maintain skin moisture. The non-therapeutic skin treatment composition containing 3-hydroxy-5-substituted benzoic acid has the effect of improving skin spots and acne.

[0008] The cosmetic composition or non-therapeutic skin treatment composition contains, by weight, 0.01-30% of 3-hydroxy-5-substituted benzoic acid; 1-10% of oil; 1-10% of hydrocarbon compounds; 1-10% of wax compounds; 1-10% of synthetic oil raw materials; 0.1-5% of fatty acids; 0.1-5% of fatty alcohols; 0.1-5% of glycerol; 0.1-5% of sorbitol; 0.1-5% of surfactants; and 0.01-1% of fragrance.

[0009] The oil is one or a combination of vegetable oil, animal oil, mineral oil, petrolatum, etc.

[0010] The hydrocarbon compound is one or a combination of more than one of vaseline, octadecyl alcohol, hexadecanol and the like.

[0011] The wax compound is one or a combination of paraffin wax, ozokerite, spermaceti, palm wax, candelilla wax, jojoba wax, wood wax, lanolin, beeswax, etc.

[0012] The synthetic oil raw material is one or a combination of stearic acid, palmityl alcohol, cetyl alcohol, palmitic acid ester, polysiloxanes, squalane, lanolin derivatives, fatty acid esters, etc.

[0013] The fatty acid is one or a combination of lauric acid, myristic acid, palmitic acid, isostearic acid and the like.

[0014] The fatty alcohol is one or a combination of lauryl alcohol, cetyl alcohol, stearyl alcohol, propylene glycol, glycerol, sorbitol and the like.

[0015] The surfactant is one or more of fatty acid soap, sodium lauryl sulfate, sodium lauryl polyoxyethylene ether sulfate, sodium cetyl polyoxyethylene ether phosphate and soybean lecithin, primary, secondary and tertiary amines and quaternary ammonium salts of high-carbon alkyl groups, such as octadecyltrimethylammonium chloride, C12-14 alkyl dimethylbenzyl ammonium chloride, distearyl dimethyl sodium chloride, cocamidopropyl betaine, imidazoline, sorbitan monolaurate, ethylene oxide adduct, lauryl polyoxyethylene ether, coconut acid diethanolamide, oleic acid monoglyceride, polyoxyethylene castor oil, and polyoxyethylene lanolin.

[0016] The flavor is one or a combination of plant flavors, animal flavors, synthetic flavors, etc.

[0017] The cosmetic composition or non-therapeutic skin treatment composition comprises one of an aqueous solution, an oily solution, a hydroalcoholic solution, an oil-in-water emulsion, a water-in-oil emulsion, a microemulsion, an aqueous gel, an anhydrous gel, microcapsules, microparticles or a particle dispersion.

[0018] Compared to existing anti-wrinkle ingredients in cosmetics or ingredients in non-therapeutic skin treatment compositions for improving skin spots and acne, the 3-hydroxy-5-substituted benzoic acid in this invention offers the advantage of anti-inflammatory effects through the lactate receptor GPR81, promoting subcutaneous fat synthesis, inhibiting subcutaneous fat degradation, and increasing collagen synthesis, all without irritation. This non-therapeutic skin treatment composition utilizes the lactate receptor GPR81 to induce anti-inflammatory effects, thereby improving skin spots and reducing or even eliminating acne, while also being non-irritating. This represents a significant innovation in anti-wrinkle, skin spot, and acne treatment compositions. DETAILED DESCRIPTION

[0019] The specific embodiments of the present invention are further described in detail below with reference to the examples.

[0020] In order to better understand the present invention, several examples of the present invention are given below. However, since the present invention can be implemented in different forms, the present invention is not limited to the examples listed herein; the scientific and technical terms used in the present invention are for the purpose of describing the implementation examples, not for limiting the present invention; unless otherwise defined, the scientific and technical terms used in the present invention have the same meaning as the scientific and technical terms commonly understood by technicians in the technical field of the present invention, and the term "and / or" used in the present invention refers to any and all combinations of one or more listed items.

[0021] Example 1

[0022] In the specific implementation of the present invention, the preparation of the cosmetic composition or non-therapeutic skin treatment composition containing 3-hydroxy-5-substituted benzoic acid can be made by weight:

[0023] The oil phase comprises: 2% petrolatum, 1% lanolin, 5% paraffin, 3% octadecyl alcohol, 1% stearic acid, and 1% Span-60; the aqueous phase comprises: 0.5% 3-chloro-5-hydroxybenzoic acid, 2% glycerol, 2% propylene glycol, 2% sorbitol, 1% polyethylene glycol, 1% Tween-80, 0.01% lavender essential oil, and deionized water to 100%. The oil phase and aqueous phase are mixed at 80-90° C., stirred for 15 minutes, and then cooled to room temperature (23° C.±2° C.) to obtain a composition containing the corresponding 3-hydroxy-5-substituted benzoic acid.

[0024] Example 2

[0025] In the specific implementation of the present invention, the preparation of the cosmetic composition or non-therapeutic skin treatment composition containing 3-hydroxy-5-substituted benzoic acid can be made by weight:

[0026] The oil phase comprises: 5% petrolatum, 3% lanolin, 5% paraffin, 3% stearyl alcohol, 1% stearic acid, and 1% Span-60; the aqueous phase comprises: 0.5% 3-hydroxy-5-methylbenzoic acid, 3% glycerin, 2% propylene glycol, 2% sorbitol, 2% polyethylene glycol, 1% Tween-80, 0.01% lavender essential oil, and deionized water to 100%. The oil and aqueous phases are mixed at 80-90° C., stirred for 15 minutes, and then cooled to room temperature (23° C.±2° C.) to obtain a non-therapeutic skin treatment composition containing the corresponding 3-hydroxy-5-substituted benzoic acid.

[0027] The anti-wrinkle effect of the cosmetics containing 3-hydroxy-5-substituted benzoic acid or the effect of the non-therapeutic skin treatment composition in improving skin spots and acne has been fully demonstrated by animal and clinical experiments:

[0028] 1. Effects of 3-hydroxy-5-substituted benzoic acid-containing cosmetic compositions on the anti-wrinkle effect and synthesis of subcutaneous fat, collagen, and elastin in mice

[0029] Experimental methods: 70 4-week-old male nude mice were randomly divided into 7 groups, with 10 nude mice in each group: 1) Group 1 was a normal group, which did not receive D-galactose injection or light treatment; 2) Group 2 was a model group, which received a daily subcutaneous injection of 800 mg / kg of D-galactose and irradiated the back with long-wavelength (360 nm) and short-wavelength (254 nm) ultraviolet light of appropriate intensity; 3) Group 3 was a positive control group (a commercially available anti-wrinkle cosmetic X), which received the same injection and light treatment as the model group, and additionally applied cosmetic X to the back once daily at 0.3 g / time; 4) Group 4 was a Compound 2 cosmetic composition group (Compound 2 group), which received the same injection and light treatment as the model group. In addition, Compound 2 cosmetics were applied to the back once daily at a rate of 0.3 g / time. Group 5 was the Compound 3 cosmetic composition group (Compound 3 group), which underwent injection and light treatment similar to the model group. In addition, Compound 3 cosmetics were applied to the back once daily at a rate of 0.3 g / time. Group 6 was the Compound 4 cosmetic composition group (Compound 4 group), which underwent injection and light treatment similar to the model group. In addition, Compound 4 cosmetics were applied to the back once daily at a rate of 0.3 g / time. Group 7 was the Compound 5 cosmetic composition group (Compound 5 group), which underwent injection and light treatment similar to the model group. In addition, Compound 5 cosmetics were applied to the back once daily at a rate of 0.3 g / time. Injection and light treatment were continued for 5-6 weeks. When the model group showed obvious signs of aging, the mice were killed 24 hours after drug withdrawal. Skin tissues were collected to measure the expression of hydroxyproline (HYP) and collagen in each group.

[0030] Experimental results:

[0031] Group HYP (mg / g) Collagen (mg / g) Normal group 3.53±0.45 27.2±3.46 Model Group 1.79±0.31 13.77±2.38 Positive control group 3.85±0.47 29.62±3,62 Compound Group 2 4.43±0.68 34.08±5.23 Compound 3 group 4.98±0.74 38.31±5.69 Compound 4 3.96±0.52 30.46±4.0 Compound 5 group 4.41±0.69 33.92±5.31

[0032] The results showed that the four groups of compound groups significantly increased the expression of hydroxyproline and collagen in injected and irradiated mice, and the skin wrinkles at the application site were significantly less than those in the model group, the normal group and the positive control group. The activity ratio was compound group 3>compound group 2≈compound group 5>compound group 4.

[0033] 2. Trial use of a cosmetic composition containing 3-hydroxy-5-substituted benzoic acid for anti-wrinkle treatment on human body

[0034] Experimental methods:

[0035] volunteer:

[0036] Sixty women aged 35-50 years were selected according to the inclusion and exclusion criteria of the "Diagnostic Criteria and Management Principles of Cosmetic Contact Dermatitis" and divided into four groups of 15 people each.

[0037] sample:

[0038] Test samples: 4 cosmetic compositions containing 3-hydroxy-5-substituted benzoic acid

[0039] Control sample: a cosmetic composition without 3-hydroxy-5-substituted benzoic acid (prepared in the same manner as Example 2, but without compounds 2 / 3 / 4 / 5).

[0040] Methods: Volunteers applied the cosmetic composition to the left and right sides of their faces and the corners of their eyes. The first group of volunteers applied a cosmetic composition containing Compound 2 to the left side of their face and a control sample to the right side. The second group of volunteers applied a cosmetic composition containing Compound 3 to the left side of their face and a control sample to the right side. The third group of volunteers applied a cosmetic composition containing Compound 4 to the left side of their face and a control sample to the right side. The fourth group of volunteers applied a cosmetic composition containing Compound 5 to the left side of their face and a control sample to the right side. Each volunteer applied the composition once daily, morning and evening, for four weeks. Skin elasticity, skin roughness, and skin moisture content were measured at weeks 1, 2, and 4.

[0041] Experimental results:

[0042]

[0043] The results showed that compared with the control group of cosmetic compositions without compounds, the four groups of cosmetic compositions containing compounds significantly increased the hydration rate of the volunteers' skin moisture content, increased skin elasticity, reduced skin roughness, and reduced wrinkles. The effect ratio was compound group 3>compound group 2≈compound group 5>compound group 4.

[0044] 3. Trial use of non-therapeutic skin treatment composition containing 3-hydroxy-5-substituted benzoic acid for human pigmentation and acne

[0045] Experimental methods:

[0046] volunteer:

[0047] Fifty volunteers, 25 men and 25 women, aged 20-40 years, were included if they had visible facial pigmentation or acne. Exclusion criteria were based on the "Diagnostic Criteria and Treatment Principles for Cosmetic Contact Dermatitis." They were randomly divided into five groups, 10 participants per group.

[0048] sample:

[0049] Test samples: 4 non-therapeutic skin treatment compositions containing 3-hydroxy-5-substituted benzoic acid

[0050] Control sample: non-therapeutic skin treatment composition without 3-hydroxy-5-substituted benzoic acid (formulated in the same manner as in Example 3, but without compounds 2 / 3 / 4 / 5).

[0051] Methods: Volunteers applied a non-therapeutic skin treatment composition to both sides of their faces. The first group of volunteers applied a non-therapeutic skin treatment composition containing Compound 2; the second group applied a non-therapeutic skin treatment composition containing Compound 3; the third group applied a non-therapeutic skin treatment composition containing Compound 4; the fourth group applied a non-therapeutic skin treatment composition containing Compound 5; and the fifth group applied a control sample. The improvement of pigmentation and acne was assessed at week 4. A positive result was considered if more than 50% of the pigmentation or acne showed significant improvement.

[0052] Experimental results:

[0053] Group Sample Group Positive rate Group 1 Test sample group 50％ Group 2 Test sample group 60％ Group 3 Test sample group 40％ Group 4 Test sample group 60％ Group 5 Control sample group 10％

[0054] The results showed that the four groups of non-therapeutic skin treatment compositions containing the compound significantly improved the degree of pigmentation or acne in the volunteers compared to the control group of non-therapeutic skin treatment compositions without the compound.

[0055] 4. Conclusion

[0056] The above results indicate that the 3-hydroxy-5-substituted benzoic acid of the present invention can be used in cosmetic compositions or non-therapeutic skin treatment compositions, and can effectively promote subcutaneous fat synthesis, increase collagen synthesis, and exhibit non-irritation, thereby having anti-wrinkle effects, improving skin spots, and reducing or even eliminating acne. This represents a major innovation in anti-wrinkle ingredients, and ingredients for improving skin spots and acne, and has broad practical applications and promotional value.

Claims

1. Use of a 3-hydroxy-5-substituted benzoic acid in the preparation of an anti-wrinkle and skin moisture-retaining cosmetic composition or a non-therapeutic skin treatment composition, wherein the cosmetic composition or non-therapeutic skin treatment composition comprises, by weight, 0.01-30% of a 3-hydroxy-5-substituted benzoic acid; 1-10% of an oil; 1-10% of a hydrocarbon compound; 1-10% of a wax compound; 1-10% of a synthetic oil raw material; 0.1-5% of a fatty acid; and 0.1-5% of a fatty alcohol. 0.1-5% glycerol; 0.1-5% sorbitol; 0.1-5% surfactant; 0.01-1% flavor; 5-95% deionized water; The oil is one or a combination of vegetable oil, animal oil, mineral oil, or petrolatum; The hydrocarbon compound is one or a combination of two or more of vaseline, octadecyl alcohol, and hexadecanol; The wax compound is one or a combination of two or more of paraffin wax, ozokerite, spermaceti, palm wax, candelilla wax, jojoba wax, wood wax, and beeswax; The synthetic oil raw material is one or a combination of two or more of stearic acid, palmityl alcohol, cetyl alcohol, polysiloxanes, squalane, and fatty acid esters; The fatty acid is one or a combination of two or more of lauric acid, myristic acid, palmitic acid, and isostearic acid; The fatty alcohol is one or a combination of two or more of lauryl alcohol, cetyl alcohol, stearyl alcohol, propylene glycol, glycerol, and sorbitol; The surfactant is one or a combination of two or more of fatty acid soap, sodium lauryl sulfate, sodium lauryl polyoxyethylene ether sulfate, sodium cetyl polyoxyethylene ether phosphate and soybean lecithin, primary, secondary and tertiary amines and quaternary ammonium salts of high-carbon alkyl groups, cocamidopropyl betaine, imidazoline, sorbitan monolaurate, lauryl polyoxyethylene ether, coconut diethanolamide, oleic acid monoglyceride and polyoxyethylene castor oil, and polyoxyethylene lanolin; The flavor is one or a combination of two or more plant flavors, animal flavors, and synthetic flavors; The 3-hydroxy-5-substituted benzoic acid is one of 3-hydroxy-5-fluorobenzoic acid, 3-hydroxy-5-chlorobenzoic acid, 3-hydroxy-5-bromobenzoic acid, and 3-hydroxy-5-methylbenzoic acid, and their structural formulas are as follows: 。 2. The use according to claim 1, characterized in that The cosmetic composition or non-therapeutic skin treatment composition is an oil-in-water emulsion or a microemulsion.

3. The use according to claim 1, characterized in that The primary, secondary, tertiary amines and quaternary ammonium salts of higher carbon alkyl groups are octadecyltrimethylammonium chloride, C12-14 alkyldimethylbenzylammonium chloride or distearyldimethyl sodium chloride.

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