Skin care composition based on saccharomycetes fermentation lysate filtrate and preparation method

Abstract

The invention relates to the technical field of cosmetic raw materials, in particular to a skin care composition based on saccharomycetes fermentation lysate filtrate and a preparation method. The quaternary ammonium salt antibacterial product is obtained by adding potassium carbonate, a 1, 4-dibromobutane solution, a bio-phenol solution and trimethylamine. And taking absolute ethyl alcohol, a paeonol solution, a sodium hydroxide solution, a p-hydroxybenzaldehyde solution, absolute ethyl alcohol and an iodine elementary substance as raw materials to obtain a flavone product. And adding the flavonoid product, the quaternary ammonium salt antibacterial product and the anti-inflammatory chalcone into the embedding liquid to obtain the composite embedding product. And finally, adding the yeast fermentation lysate filtrate, the composite embedding product, hydrolyzed procyanidine, sodium hyaluronate, allantoin, butanediol, a preservative and deionized water to obtain a finished product. The finished product prepared by the invention has good antibacterial performance and anti-inflammatory performance, so that the finished product has a wide application prospect in the field of cosmetic raw materials.

Description

Technical Field

[0001] The invention relates to the technical field of cosmetic raw materials, in particular to a skin care composition based on yeast fermentation lysate filtrate and a preparation method thereof. Background Art

[0002] The yeast fermentation lysate filtrate is derived from the fermentation process of yeast and is rich in a variety of bioactive ingredients, such as polysaccharides, amino acids, vitamins and minerals, which play a unique role in skin care products. First of all, the yeast fermentation lysate filtrate has excellent moisturizing properties. The polysaccharides contained in it, such as β-glucan, can form a protective film on the surface of the skin, reduce water loss, and thus improve the hydration state of the skin. This moisturizing effect is particularly important for alleviating dry and rough skin problems. In addition, the yeast fermentation lysate filtrate also has significant antioxidant properties. The antioxidant substances contained in it can neutralize free radicals and slow down the aging process of the skin. Therefore, by adding yeast fermentation lysate filtrate to prepare modern skin care products, it can help reduce skin damage caused by environmental factors and keep the skin young. However, the skin is the first line of defense of the human body and is vulnerable to invasion by microorganisms such as bacteria and fungi, which may cause skin infections, inflammation or other skin diseases, such as acne and skin diseases. Therefore, enhancing the antibacterial properties in the skin care composition can effectively inhibit the growth of harmful microorganisms, protect the skin from infection, and thus maintain overall health. In addition, external stimulation, allergic reaction or infection can easily cause skin inflammation, which manifests as symptoms such as redness, swelling, pain and fever. Therefore, improving the anti-inflammatory properties of skin care products can effectively reduce the inflammatory response, help the skin relieve and repair, restore to normal state, and avoid the damage caused by long-term inflammation to the skin.

[0003] In order to overcome the defects of the prior art, the present invention provides a skin care composition based on yeast fermentation lysate filtrate and a preparation method thereof. Summary of the invention

[0004] The object of the present invention is to provide a skin care composition based on yeast fermentation lysate filtrate and a preparation method thereof, so as to solve the problems in the prior art.

[0005] In order to solve the above technical problems, the present invention provides the following technical solutions:

[0006] The preparation method of the skin care composition based on the yeast fermentation lysate filtrate comprises the following steps:

[0007] Step 1: Add potassium carbonate to 1,4-dibromobutane solution, then dropwise add biophenol solution, reflux at 90-100°C for 10-15h, filter, vacuum rotary evaporation, and chromatographic purification after the reaction to obtain a bromide product; dissolve the bromide product in acetonitrile, then add trimethylamine, react at 55-60°C for 20-30h, and concentrate under reduced pressure and chromatographic purification after the reaction to obtain a quaternary ammonium salt antibacterial product;

[0008] Step 2: preheating anhydrous ethanol at 40-45° C. for 10-15 min, then sequentially adding paeonol solution, sodium hydroxide solution, p-hydroxybenzaldehyde solution and anhydrous ethanol, stirring and reacting at 40-45° C. for 10-12 h, adjusting the pH to neutral, washing, ice bathing, suction filtering, and drying after the reaction to obtain paeonol-type chalcone; dissolving paeonol-type chalcone in dimethyl sulfoxide, refluxing at 110-130° C. for 10-20 min, then adding iodine to continue reflux reaction for 3-4 h, after the reaction, removing iodine, refrigerating for 8-10 h, suction filtering, and washing to obtain a flavonoid product;

[0009] Step 3: dissolving the phylloprotein in a phosphate buffer, adjusting the pH of the phosphate buffer to 8.0-8.5, centrifuging at 3000-4000 r / min for 8-10 min, and obtaining a supernatant as an embedding solution; dissolving the flavonoid product, the quaternary ammonium salt antibacterial product and the anti-inflammatory chalcone in anhydrous ethanol to obtain a mixed solution; adding the mixed solution to the embedding solution, stirring fully for 6-8 hours under sealed conditions, and then removing impurities by centrifugation to obtain a supernatant as a composite embedding product;

[0010] Step 4: Mix the yeast fermentation lysate filtrate, the composite embedded product, hydrolyzed proanthocyanidins, sodium hyaluronate, allantoin, butylene glycol, a preservative and deionized water to obtain a finished product.

[0011] More optimally, in step one, 1,4-dibromobutane is dissolved in isopropanol to obtain a 1,4-dibromobutane solution; cardanol, thymol and carvacrol are dissolved in isopropanol to obtain a biophenol solution.

[0012] More optimally, the reaction molar ratio of cardanol, thymol, carvacrol and 1,4-dibromobutane is (0.2-0.3):(0.2-0.3):0.4:6.

[0013] More optimally, in step 1, the reaction mass ratio of the bromide product and trimethylamine is (0.3-0.4):0.07.

[0014] More optimally, in step 2, paeonol is dissolved in anhydrous ethanol to obtain a paeonol solution; flaky solid sodium hydroxide is dissolved in deionized water to obtain a sodium hydroxide solution; p-hydroxybenzaldehyde is dissolved in anhydrous ethanol to obtain a p-hydroxybenzaldehyde solution; wherein the reaction molar ratio of paeonol, flaky solid sodium hydroxide, and p-hydroxybenzaldehyde is (3-3.5):7.5:3.5.

[0015] More optimally, in step 2, the reaction mass ratio of paeonol-type chalcone and elemental iodine is (15-17):1.5.

[0016] More optimally, in step three, anhydrous ethanol is preheated at 40-45°C for 10-15 minutes, and then 3-hydroxyacetophenone solution, sodium hydroxide solution, p-methoxybenzaldehyde solution and anhydrous ethanol are added in sequence, and the reaction is stirred at 40-45°C for 10-12 hours. After the reaction is completed, the pH is adjusted to neutral, washed, ice-bathed, filtered and dried to obtain anti-inflammatory chalcone.

[0017] More optimally, the reaction molar ratio of 3-hydroxyacetophenone, flaky solid sodium hydroxide, and p-methoxybenzaldehyde is (3-3.5):7.5:3.5.

[0018] More optimally, in step three, the embedding solution concentration is 2.5-3.0 mg / mL; the mixed solution concentration is 10-12 mg / mL; the volume ratio of the mixed solution to the embedding solution is (0.2-0.3):5; the reaction mass ratio of flavonoid products, quaternary ammonium salt antibacterial products and anti-inflammatory chalcone in the mixed solution is (3.0-3.5):(1.0-1.5):2.

[0019] More optimally, in step 4, the contents of the components of the finished product are: by mass fraction, 3-15% yeast fermentation lysate filtrate, 2-3% composite encapsulation product, 0.1-5% hydrolyzed proanthocyanidins, 0.1-1% sodium hyaluronate, 0.1-0.5% allantoin, 1.0-5.0% butylene glycol, 0.1-1% preservative, and the balance is deionized water.

[0020] Beneficial effects of the present invention:

[0021] The present invention obtains a quaternary ammonium salt antibacterial product by adding potassium carbonate, 1,4-dibromobutane solution, biophenol solution and trimethylamine. Then, anhydrous ethanol, paeonol solution, sodium hydroxide solution, p-hydroxybenzaldehyde solution and anhydrous ethanol are used as raw materials to prepare paeonol type chalcone; under the catalytic action of elemental iodine, the paeonol type chalcone obtains a flavonoid product. Then, phyllophorin and phosphate buffer are used as raw materials to prepare an embedding solution; flavonoid products, quaternary ammonium salt antibacterial products and anti-inflammatory chalcone are added to the embedding solution to obtain a composite embedding product. Finally, a yeast fermentation lysate filtrate, a composite embedding product, hydrolyzed proanthocyanidins, sodium hyaluronate, allantoin, butanediol, a preservative and deionized water are added to prepare a finished product.

[0022] The present invention is characterized in that, in step 1, potassium carbonate, 1,4-dibromobutane solution, biophenol solution and trimethylamine are added to obtain a quaternary ammonium salt antibacterial product. In this step, a substitution reaction is first performed using biophenol and 1,4-dibromobutane to prepare a brominated product; the brominated product is then mixed with trimethylamine to undergo a quaternization reaction to generate a quaternary ammonium salt antibacterial product. In this step, a quaternary ammonium salt antibacterial product with good antibacterial effect is prepared by adding three natural ingredients, cardanol, thymol and carvacrol, as main raw materials; by compounding cardanol, thymol and carvacrol according to a reaction molar ratio of (0.2-0.3): (0.2-0.3): 0.4, the antibacterial performance of the product can be effectively enhanced, and its ability to inhibit a variety of bacteria and fungi can be improved, thereby effectively protecting the skin from microbial infection. In addition, natural ingredients generally have lower side effects and better skin compatibility. Cardanol, thymol and carvacrol are derived from plants, rarely cause allergic reactions or irritation, and are suitable for various skin types, including sensitive skin. By utilizing these natural ingredients to prepare quaternary ammonium antibacterial products, we can ensure the safety and comfort of product use while maintaining high antibacterial efficacy.

[0023] The present invention is characterized in that, in step 2, by adding anhydrous ethanol, paeonol solution, sodium hydroxide solution, p-hydroxybenzaldehyde solution and anhydrous ethanol, paeonol type chalcone is prepared; paeonol type chalcone is catalyzed by elemental iodine to obtain a flavonoid product. This step first undergoes a condensation reaction between paeonol and p-hydroxybenzaldehyde to prepare paeonol type chalcone; and further paeonol type chalcone is cyclized under the catalytic action of elemental iodine to obtain a flavonoid product. As is known to all, the flavonoid content in natural products is relatively low, the access route is single, the yield is not high, the natural flavonoid production cost is high, a large amount of organic solvents are consumed, time-consuming and energy-consuming, and it is not conducive to environmental protection. Therefore, this paper synthesizes a flavonoid product step by step using paeonol as a starting product, and flavonoid compounds can effectively inhibit the synthesis and release of inflammatory mediators, thereby reducing inflammatory reactions.

[0024] The present invention is characterized in that, in step 3, foliaceous grass protein and phosphate buffer are used as raw materials to prepare an embedding solution; and then flavonoid products, quaternary ammonium salt antibacterial products and anti-inflammatory chalcone are added to the embedding solution to obtain a composite embedding product. The anti-inflammatory chalcone is obtained by adopting a similar process means in step 2, that is, 3-hydroxyacetophenone and p-methoxybenzaldehyde undergo a condensation reaction to prepare the anti-inflammatory chalcone; the anti-inflammatory chalcone prepared in this step can inhibit the production of pro-inflammatory mediators such as prostaglandins, interleukins, etc., can reduce inflammatory reactions, thereby reducing inflammation symptoms such as skin redness, swelling, pain, etc.; in addition, the anti-inflammatory chalcone can also effectively remove free radicals in the body, reduce the damage of free radicals to cells, and delay aging. In this step, a composite embedding product with excellent comprehensive performance is prepared by compounding a flavonoid product, a quaternary ammonium salt antibacterial product and an anti-inflammatory chalcone according to a reaction mass ratio of (3.0-3.5):(1.0-1.5):2. The product has good antibacterial and anti-inflammatory properties.

[0025] The present invention is characterized in that in step 4, a finished product is prepared by adding yeast fermentation lysate filtrate, composite embedded product, hydrolyzed proanthocyanidins, sodium hyaluronate, allantoin, butylene glycol, preservative and deionized water. The finished product prepared by the present invention has good antibacterial and anti-inflammatory properties, and therefore has broad application prospects in the field of cosmetic raw materials. DETAILED DESCRIPTION

[0026] The following will be combined with the embodiments of the present invention to clearly and completely describe the technical solutions in the present invention. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention.

[0027] Source of raw materials:

[0028] Leafy grass protein, provided by Xi'an An'ao Biotechnology Co., Ltd., with a particle size of 80 mesh; hydrolyzed proanthocyanidins, provided by Xi'an Andrui Biotechnology Co., Ltd., with a specification of 98%; sodium hyaluronate, provided by Qingdao Kaisi Biotechnology Co., Ltd., with an active ingredient content of 99%; preservatives, provided by Shandong Yilai New Materials Technology Development Co., Ltd., with an active ingredient content of 99%; yeast fermentation lysate filtrate INCI is SACCHAROMYCES FERMENTLYSATE FILTRATE, provided by Jilin Ruijin Haoye Biotechnology Co., Ltd.; allantoin CAS is 59-00-8, provided by Beijing Huayu Derun Technology Co., Ltd. In terms of mass, one portion is 1g.

[0029] Example 1: Step 1: Dissolve 6 mol of 1,4-dibromobutane in isopropanol to obtain a 1,4-dibromobutane solution; dissolve 0.2 mol of cardanol, 0.3 mol of thymol, and 0.4 mol of carvacrol in isopropanol to obtain a biophenol solution; add potassium carbonate to the 1,4-dibromobutane solution, then drop the biophenol solution, reflux at 100°C for 15 hours, and after the reaction is completed, filter, vacuum rotary evaporation, and chromatographic purification to obtain a brominated product; dissolve 3.5 g of the brominated product in acetonitrile, then add 0.7 g of trimethylamine, and react at 60°C for 30 hours. After the reaction is completed, concentrate under reduced pressure and purify by chromatography to obtain a quaternary ammonium salt antibacterial product;

[0030] Step 2: dissolving 3 mol of paeonol in anhydrous ethanol to obtain a paeonol solution; dissolving 7.5 mol of flaky solid sodium hydroxide in deionized water to obtain a sodium hydroxide solution; dissolving 3.5 mol of p-hydroxybenzaldehyde in anhydrous ethanol to obtain a p-hydroxybenzaldehyde solution; preheating 15 mL of anhydrous ethanol at 45° C. for 15 min, then sequentially adding the paeonol solution, sodium hydroxide solution, p-hydroxybenzaldehyde solution and 10 mL of anhydrous ethanol, stirring and reacting at 45° C. for 12 h, adjusting the pH to neutral, washing, ice bathing, suction filtering and drying to obtain a paeonol-type chalcone after the reaction is completed; dissolving 15 g of paeonol-type chalcone in dimethyl sulfoxide, refluxing at 130° C. for 20 min, then adding 1.5 g of iodine to continue the reflux reaction for 4 h, and after the reaction is completed, removing iodine, refrigerating for 10 h, suction filtering and washing to obtain a flavonoid product;

[0031] Step 3: preheat 15 mL of anhydrous ethanol at 45°C for 15 min, then add 3-hydroxyacetophenone solution, sodium hydroxide solution, p-methoxybenzaldehyde solution and 10 mL of anhydrous ethanol in sequence, stir and react at 45°C for 12 h, and after the reaction, adjust the pH to neutral, wash, ice bath, filter, and dry to obtain anti-inflammatory chalcone; wherein the reaction molar ratio of 3-hydroxyacetophenone, flaky solid sodium hydroxide, and p-methoxybenzaldehyde is 3:7.5:3.5;

[0032] The herb protein was dissolved in a phosphate buffer, and the pH of the phosphate buffer was adjusted to 8.5, and the mixture was centrifuged at 4000 r / min for 10 min to obtain a supernatant as an embedding solution, and the embedding solution concentration was 3.0 mg / mL; the flavonoid product, the quaternary ammonium salt antibacterial product and the anti-inflammatory chalcone were dissolved in anhydrous ethanol to obtain a mixed solution, and the mixed solution concentration was 12 mg / mL; 0.2 mL of the mixed solution was added to 5 mL of the embedding solution, and the mixture was fully stirred for 8 hours under sealed conditions, and then impurities were removed by centrifugation to obtain a supernatant as a composite embedding product; wherein the reaction mass ratio of the flavonoid product, the quaternary ammonium salt antibacterial product and the anti-inflammatory chalcone in the mixed solution was 3.5:1:2;

[0033] Step 4: By mass fraction, 5% of yeast fermentation lysate filtrate, 3% of composite encapsulation product, 2% of hydrolyzed proanthocyanidins, 1% of sodium hyaluronate, 3% of allantoin, 3% of butylene glycol, 1% of preservative and 82% of deionized water are mixed to obtain a finished product.

[0034] Example 2: Step 1: Dissolve 6 mol of 1,4-dibromobutane in isopropanol to obtain a 1,4-dibromobutane solution; dissolve 0.2 mol of cardanol, 0.3 mol of thymol, and 0.4 mol of carvacrol in isopropanol to obtain a biophenol solution; add potassium carbonate to the 1,4-dibromobutane solution, then drop the biophenol solution, reflux at 95°C for 13h, and after the reaction is completed, filter, vacuum rotary evaporation, and chromatographic purification to obtain a brominated product; dissolve 3.5g of the brominated product in acetonitrile, then add 0.7g of trimethylamine, and react at 57°C for 25h. After the reaction is completed, concentrate under reduced pressure and chromatographic purification to obtain a quaternary ammonium salt antibacterial product;

[0035] Step 2: dissolving 3 mol of paeonol in anhydrous ethanol to obtain a paeonol solution; dissolving 7.5 mol of flaky solid sodium hydroxide in deionized water to obtain a sodium hydroxide solution; dissolving 3.5 mol of p-hydroxybenzaldehyde in anhydrous ethanol to obtain a p-hydroxybenzaldehyde solution; preheating 15 mL of anhydrous ethanol at 43° C. for 13 min, then sequentially adding the paeonol solution, sodium hydroxide solution, p-hydroxybenzaldehyde solution and 10 mL of anhydrous ethanol, stirring and reacting at 43° C. for 11 h, adjusting the pH to neutral, washing, ice bathing, suction filtering, and drying to obtain a paeonol-type chalcone; dissolving 15 g of paeonol-type chalcone in dimethyl sulfoxide, refluxing at 120° C. for 15 min, then adding 1.5 g of iodine to continue the reflux reaction for 3.5 h, and after the reaction, removing iodine, refrigerating for 9 h, suction filtering, and washing to obtain a flavonoid product;

[0036] Step 3: preheat 15 mL of anhydrous ethanol at 43°C for 13 min, then add 3-hydroxyacetophenone solution, sodium hydroxide solution, p-methoxybenzaldehyde solution and 10 mL of anhydrous ethanol in sequence, stir and react at 43°C for 11 h, and after the reaction, adjust the pH to neutral, wash, ice bath, filter and dry to obtain anti-inflammatory chalcone; wherein the reaction molar ratio of 3-hydroxyacetophenone, flaky solid sodium hydroxide and p-methoxybenzaldehyde is 3:7.5:3.5;

[0037] The herb protein was dissolved in a phosphate buffer, and the pH of the phosphate buffer was adjusted to 8.3, and the mixture was centrifuged at 3500 r / min for 9 minutes to obtain a supernatant as an embedding solution, and the embedding solution concentration was 3.0 mg / mL; the flavonoid product, the quaternary ammonium salt antibacterial product and the anti-inflammatory chalcone were dissolved in anhydrous ethanol to obtain a mixed solution, and the mixed solution concentration was 12 mg / mL; 0.2 mL of the mixed solution was added to 5 mL of the embedding solution, and the mixture was fully stirred for 7 hours under sealed conditions, and then impurities were removed by centrifugation to obtain a supernatant as a composite embedding product; wherein the reaction mass ratio of the flavonoid product, the quaternary ammonium salt antibacterial product and the anti-inflammatory chalcone in the mixed solution was 3.5:1:2;

[0038] Step 4: By mass fraction, 5% of yeast fermentation lysate filtrate, 3% of composite encapsulation product, 2% of hydrolyzed proanthocyanidins, 1% of sodium hyaluronate, 3% of allantoin, 3% of butylene glycol, 1% of preservative and 82% of deionized water are mixed to obtain a finished product.

[0039] Example 3: Step 1: Dissolve 6 mol of 1,4-dibromobutane in isopropanol to obtain a 1,4-dibromobutane solution; dissolve 0.2 mol of cardanol, 0.3 mol of thymol, and 0.4 mol of carvacrol in isopropanol to obtain a biophenol solution; add potassium carbonate to the 1,4-dibromobutane solution, then drop the biophenol solution, reflux at 90°C for 10 hours, and after the reaction is completed, filter, vacuum rotary evaporation, and chromatography purification to obtain a bromide product; dissolve 3.5 g of the bromide product in acetonitrile, then add 0.7 g of trimethylamine, and react at 55°C for 20 hours. After the reaction is completed, concentrate under reduced pressure and purify by chromatography to obtain a quaternary ammonium salt antibacterial product;

[0040] Step 2: dissolving 3 mol of paeonol in anhydrous ethanol to obtain a paeonol solution; dissolving 7.5 mol of flaky solid sodium hydroxide in deionized water to obtain a sodium hydroxide solution; dissolving 3.5 mol of p-hydroxybenzaldehyde in anhydrous ethanol to obtain a p-hydroxybenzaldehyde solution; preheating 15 mL of anhydrous ethanol at 40° C. for 10 min, then sequentially adding the paeonol solution, sodium hydroxide solution, p-hydroxybenzaldehyde solution and 10 mL of anhydrous ethanol, stirring and reacting at 40° C. for 10 h, adjusting the pH to neutral, washing, ice bathing, suction filtering, and drying to obtain a paeonol-type chalcone; dissolving 15 g of paeonol-type chalcone in dimethyl sulfoxide, refluxing at 110° C. for 10 min, then adding 1.5 g of iodine to continue the reflux reaction for 3 h, and after the reaction is completed, removing iodine, refrigerating for 8 h, suction filtering, and washing to obtain a flavonoid product;

[0041] Step 3: preheat 15 mL of anhydrous ethanol at 40°C for 10 min, then add 3-hydroxyacetophenone solution, sodium hydroxide solution, p-methoxybenzaldehyde solution and 10 mL of anhydrous ethanol in sequence, stir and react at 40°C for 10 h, and after the reaction, adjust the pH to neutral, wash, ice bath, filter, and dry to obtain an anti-inflammatory chalcone; wherein the reaction molar ratio of 3-hydroxyacetophenone, flaky solid sodium hydroxide, and p-methoxybenzaldehyde is 3:7.5:3.5;

[0042] The herb protein was dissolved in a phosphate buffer, and the pH of the phosphate buffer was adjusted to 8.0, and the mixture was centrifuged at 3000 r / min for 8 minutes to obtain a supernatant as an embedding solution, and the embedding solution concentration was 3.0 mg / mL; the flavonoid product, the quaternary ammonium salt antibacterial product and the anti-inflammatory chalcone were dissolved in anhydrous ethanol to obtain a mixed solution, and the mixed solution concentration was 12 mg / mL; 0.2 mL of the mixed solution was added to 5 mL of the embedding solution, and the mixture was fully stirred for 6 hours under sealed conditions, and then impurities were removed by centrifugation to obtain a supernatant as a composite embedding product; wherein the reaction mass ratio of the flavonoid product, the quaternary ammonium salt antibacterial product and the anti-inflammatory chalcone in the mixed solution was 3.5:1:2;

[0043] Step 4: By mass fraction, 5% of yeast fermentation lysate filtrate, 3% of composite encapsulation product, 2% of hydrolyzed proanthocyanidins, 1% of sodium hyaluronate, 3% of allantoin, 3% of butylene glycol, 1% of preservative and 82% of deionized water are mixed to obtain a finished product.

[0044] Comparative Example 1: The preparation step of the quaternary ammonium salt antibacterial product is removed, and the rest is the same as Example 1, and the specific steps are as follows: Step 1: dissolve 3 mol of paeonol in anhydrous ethanol to obtain a paeonol solution; dissolve 7.5 mol of flaky solid sodium hydroxide in deionized water to obtain a sodium hydroxide solution; dissolve 3.5 mol of p-hydroxybenzaldehyde in anhydrous ethanol to obtain a p-hydroxybenzaldehyde solution; preheat 15 mL of anhydrous ethanol at 45 ° C for 15 min, and then add Add paeonol solution, sodium hydroxide solution, p-hydroxybenzaldehyde solution and 10 mL of anhydrous ethanol, stir and react at 45° C. for 12 h, adjust the pH to neutral, wash, ice bath, filter and dry to obtain paeonol type chalcone; dissolve 15 g of paeonol type chalcone in dimethyl sulfoxide, reflux at 130° C. for 20 min, add 1.5 g of iodine and continue to reflux for 4 h, remove iodine after the reaction, refrigerate for 10 h, filter and wash to obtain flavonoid product;

[0045] Step 2: preheat 15 mL of anhydrous ethanol at 45°C for 15 min, then add 3-hydroxyacetophenone solution, sodium hydroxide solution, p-methoxybenzaldehyde solution and 10 mL of anhydrous ethanol in sequence, stir and react at 45°C for 12 h, and after the reaction, adjust the pH to neutral, wash, ice bath, filter and dry to obtain anti-inflammatory chalcone; wherein the reaction molar ratio of 3-hydroxyacetophenone, flaky solid sodium hydroxide and p-methoxybenzaldehyde is 3:7.5:3.5;

[0046] The herb protein was dissolved in a phosphate buffer, and the pH of the phosphate buffer was adjusted to 8.5, and the mixture was centrifuged at 4000 r / min for 10 min to obtain a supernatant as an embedding solution, and the embedding solution concentration was 3.0 mg / mL; the flavonoid product, the quaternary ammonium salt antibacterial product and the anti-inflammatory chalcone were dissolved in anhydrous ethanol to obtain a mixed solution, and the mixed solution concentration was 12 mg / mL; 0.2 mL of the mixed solution was added to 5 mL of the embedding solution, and the mixture was fully stirred for 8 hours under sealed conditions, and then impurities were removed by centrifugation to obtain a supernatant as a composite embedding product; wherein the reaction mass ratio of the flavonoid product to the anti-inflammatory chalcone in the mixed solution was 3.5:2;

[0047] Step 3: By mass fraction, 5% of yeast fermentation lysate filtrate, 3% of composite encapsulation product, 2% of hydrolyzed proanthocyanidins, 1% of sodium hyaluronate, 3% of allantoin, 3% of butylene glycol, 1% of preservative and 82% of deionized water are mixed to obtain a finished product.

[0048] Comparative Example 2: The reaction molar ratio of cardanol, thymol and carvacrol was changed from (0.2-0.3): (0.2-0.3): 0.4 to 0.1: 0.4: 0.4, and the rest was the same as Example 1, and the specific steps were as follows: Step 1: 6 mol of 1,4-dibromobutane was dissolved in isopropanol to obtain a 1,4-dibromobutane solution; 0.1 mol of cardanol, 0.4 mol of thymol and 0.4 mol of carvacrol were dissolved in isopropanol to obtain a biophenol solution; potassium carbonate was added to the 1,4-dibromobutane solution, and the biophenol solution was added dropwise, and the reaction was refluxed at 100° C. for 15 hours. After the reaction was completed, the reaction was filtered, vacuum rotary evaporation, and chromatography purification was performed to obtain a brominated product; 3.5 g of the brominated product was dissolved in acetonitrile, and 0.7 g of trimethylamine was added, and the reaction was carried out at 60° C. for 30 hours. After the reaction was completed, the reaction was concentrated under reduced pressure and purified by chromatography to obtain a quaternary ammonium salt antibacterial product;

[0049] Step 2: dissolving 3 mol of paeonol in anhydrous ethanol to obtain a paeonol solution; dissolving 7.5 mol of flaky solid sodium hydroxide in deionized water to obtain a sodium hydroxide solution; dissolving 3.5 mol of p-hydroxybenzaldehyde in anhydrous ethanol to obtain a p-hydroxybenzaldehyde solution; preheating 15 mL of anhydrous ethanol at 45° C. for 15 min, then sequentially adding the paeonol solution, sodium hydroxide solution, p-hydroxybenzaldehyde solution and 10 mL of anhydrous ethanol, stirring and reacting at 45° C. for 12 h, adjusting the pH to neutral, washing, ice bathing, suction filtering and drying to obtain a paeonol-type chalcone after the reaction is completed; dissolving 15 g of paeonol-type chalcone in dimethyl sulfoxide, refluxing at 130° C. for 20 min, then adding 1.5 g of iodine to continue the reflux reaction for 4 h, and after the reaction is completed, removing iodine, refrigerating for 10 h, suction filtering and washing to obtain a flavonoid product;

[0050] Step 3: preheat 15 mL of anhydrous ethanol at 45°C for 15 min, then add 3-hydroxyacetophenone solution, sodium hydroxide solution, p-methoxybenzaldehyde solution and 10 mL of anhydrous ethanol in sequence, stir and react at 45°C for 12 h, and after the reaction, adjust the pH to neutral, wash, ice bath, filter, and dry to obtain anti-inflammatory chalcone; wherein the reaction molar ratio of 3-hydroxyacetophenone, flaky solid sodium hydroxide, and p-methoxybenzaldehyde is 3:7.5:3.5;

[0051] The herb protein was dissolved in a phosphate buffer, and the pH of the phosphate buffer was adjusted to 8.5, and the mixture was centrifuged at 4000 r / min for 10 min to obtain a supernatant as an embedding solution, and the embedding solution concentration was 3.0 mg / mL; the flavonoid product, the quaternary ammonium salt antibacterial product and the anti-inflammatory chalcone were dissolved in anhydrous ethanol to obtain a mixed solution, and the mixed solution concentration was 12 mg / mL; 0.2 mL of the mixed solution was added to 5 mL of the embedding solution, and the mixture was fully stirred for 8 hours under sealed conditions, and then impurities were removed by centrifugation to obtain a supernatant as a composite embedding product; wherein the reaction mass ratio of the flavonoid product, the quaternary ammonium salt antibacterial product and the anti-inflammatory chalcone in the mixed solution was 3.5:1:2;

[0052] Step 4: By mass fraction, 5% of yeast fermentation lysate filtrate, 3% of composite encapsulation product, 2% of hydrolyzed proanthocyanidins, 1% of sodium hyaluronate, 3% of allantoin, 3% of butylene glycol, 1% of preservative and 82% of deionized water are mixed to obtain a finished product.

[0053] Comparative Example 3: The reaction mass ratio of the flavonoid product, the quaternary ammonium salt antibacterial product and the anti-inflammatory chalcone in the mixed solution was changed from (3.0-3.5): (1.0-1.5): 2 to 4: 0.5: 2, and the rest was the same as in Example 1. The specific steps were as follows: Step 1: 6 mol of 1,4-dibromobutane was dissolved in isopropanol to obtain a 1,4-dibromobutane solution; 0.2 mol of cardanol, 0.3 mol of thymol, 0.4 mol of ol of carvacrol was dissolved in isopropanol to obtain a biophenol solution; potassium carbonate was added to the 1,4-dibromobutane solution, and then the biophenol solution was added dropwise, and the reaction was refluxed at 100°C for 15 hours. After the reaction was completed, the bromide product was obtained by filtration, vacuum rotary evaporation, and chromatography purification; 3.5g of the bromide product was dissolved in acetonitrile, and then 0.7g of trimethylamine was added, and the reaction was carried out at 60°C for 30 hours. After the reaction was completed, the product was concentrated under reduced pressure and purified by chromatography to obtain a quaternary ammonium salt antibacterial product;

[0054] Step 2: dissolving 3 mol of paeonol in anhydrous ethanol to obtain a paeonol solution; dissolving 7.5 mol of flaky solid sodium hydroxide in deionized water to obtain a sodium hydroxide solution; dissolving 3.5 mol of p-hydroxybenzaldehyde in anhydrous ethanol to obtain a p-hydroxybenzaldehyde solution; preheating 15 mL of anhydrous ethanol at 45° C. for 15 min, then sequentially adding the paeonol solution, sodium hydroxide solution, p-hydroxybenzaldehyde solution and 10 mL of anhydrous ethanol, stirring and reacting at 45° C. for 12 h, adjusting the pH to neutral, washing, ice bathing, suction filtering and drying to obtain a paeonol-type chalcone after the reaction is completed; dissolving 15 g of paeonol-type chalcone in dimethyl sulfoxide, refluxing at 130° C. for 20 min, then adding 1.5 g of iodine to continue the reflux reaction for 4 h, and after the reaction is completed, removing iodine, refrigerating for 10 h, suction filtering and washing to obtain a flavonoid product;

[0055] Step 3: preheat 15 mL of anhydrous ethanol at 45°C for 15 min, then add 3-hydroxyacetophenone solution, sodium hydroxide solution, p-methoxybenzaldehyde solution and 10 mL of anhydrous ethanol in sequence, stir and react at 45°C for 12 h, and after the reaction, adjust the pH to neutral, wash, ice bath, filter, and dry to obtain anti-inflammatory chalcone; wherein the reaction molar ratio of 3-hydroxyacetophenone, flaky solid sodium hydroxide, and p-methoxybenzaldehyde is 3:7.5:3.5;

[0056] The herb protein was dissolved in a phosphate buffer, and the pH of the phosphate buffer was adjusted to 8.5, and the mixture was centrifuged at 4000 r / min for 10 min to obtain a supernatant as an embedding solution, and the embedding solution concentration was 3.0 mg / mL; the flavonoid product, the quaternary ammonium salt antibacterial product and the anti-inflammatory chalcone were dissolved in anhydrous ethanol to obtain a mixed solution, and the mixed solution concentration was 12 mg / mL; 0.2 mL of the mixed solution was added to 5 mL of the embedding solution, and the mixture was fully stirred for 8 hours under sealed conditions, and then impurities were removed by centrifugation to obtain a supernatant as a composite embedding product; wherein the reaction mass ratio of the flavonoid product, the quaternary ammonium salt antibacterial product and the anti-inflammatory chalcone in the mixed solution was 4:0.5:2;

[0057] Step 4: By mass fraction, 5% of yeast fermentation lysate filtrate, 3% of composite encapsulation product, 2% of hydrolyzed proanthocyanidins, 1% of sodium hyaluronate, 3% of allantoin, 3% of butylene glycol, 1% of preservative and 82% of deionized water are mixed to obtain a finished product.

[0058] Detection test:

[0059] Antibacterial performance test: The finished product prepared by the present invention is dissolved in deionized water to obtain a sample solution with a concentration of 5mmol / L. Take 15mL of culture medium and evenly spread it on the bottom layer of the glass plate and cool it to solidify. Then take 5mL of culture medium, add 0.5mL of Escherichia coli cultured at 30°C for 20h, mix well, and immediately pour it into the glass plate with the bottom layer of culture medium laid. After cooling into a flat plate, place multiple Oxford cups vertically, pour 0.10mL of sample solution into the Oxford cups, culture them in a constant temperature incubator at 30°C for 25h, then take out and measure the diameter of the transparent antibacterial zone around each Oxford cup, and take the average value to obtain the diameter of the antibacterial zone.

[0060] Anti-inflammatory performance test: First, inoculate the cells into the well plate and culture them for 20 hours. Add the finished product prepared by the present invention as a sample and culture them for 3 hours. Then add 1 mL, 1 μg / mL LPS culture medium and culture them for 25 hours (LPS can induce inflammatory response in cells). Take 1 mL of cell supernatant, add 1 mL of Griess reagent, and react in the dark for 20 minutes. Then measure the absorbance at 540 nm, and then calculate the NO secretion in the cell fluid based on the absorbance value (NO is an important inflammatory mediator in cells. Excessive accumulation of NO can cause inflammatory response. Therefore, the anti-inflammatory performance of the sample can be judged by testing the NO secretion in cells). The results are as follows:

[0061] Diameter of inhibition zone / mm NO secretion / (μmol / L) Example 1 15.7 8.12 Example 2 15.5 8.23 Example 3 15.4 8.35 Comparative Example 1 12.3 8.57 Comparative Example 2 14.1 8.45 Comparative Example 3 14.5 8.76

[0062] Conclusion: The dosage of Examples 1 to 3 remains unchanged, and only some reaction parameters are modified. From the experimental data, it can be seen that the performance of the samples has no obvious fluctuations.

[0063] Comparative Example 1: The preparation step of the quaternary ammonium salt antibacterial product is removed, and the rest is the same as Example 1. It can be seen from the experimental data that compared with Example 1, the diameter of the inhibition zone is reduced to 12.3 mm, and the NO secretion is increased to 8.57 μmol / L. The reason for analysis is that the quaternary ammonium salt antibacterial product prepared by the present invention has good antibacterial properties. Therefore, after removing the product, the antibacterial property decreases and the diameter of the inhibition zone becomes smaller.

[0064] Comparative Example 2: The reaction molar ratio of cardanol, thymol and carvacrol was changed from (0.2-0.3): (0.2-0.3): 0.4 to 0.1: 0.4: 0.4, and the rest was the same as Example 1. It can be seen from the experimental data that compared with Example 1, the diameter of the inhibition zone was reduced to 14.1 mm, and the NO secretion was increased to 8.45 μmol / L. The reason for analysis is: the present invention adjusts the reaction molar ratio of cardanol, thymol and carvacrol to obtain a quaternary ammonium salt antibacterial product with better antibacterial properties. Therefore, when the set dosage range is exceeded, the antibacterial performance will decrease and the diameter of the inhibition zone will become smaller.

[0065] Comparative Example 3: The reaction mass ratio of the flavonoid product, the quaternary ammonium salt antibacterial product and the anti-inflammatory chalcone in the mixed solution was changed from (3.0-3.5): (1.0-1.5): 2 to 4: 0.5: 2, and the rest was the same as Example 1. It can be seen from the experimental data that compared with Example 1, the diameter of the inhibition zone was reduced to 14.5 mm, and the NO secretion was increased to 8.76 μmol / L. The reason for this analysis is that the prepared flavonoid product, the quaternary ammonium salt antibacterial product and the anti-inflammatory chalcone are compounded and embedded to obtain a composite embedded product. The three products are compounded to obtain a comprehensive product having both antibacterial and anti-inflammatory properties. Therefore, when the set dosage range is exceeded, the antibacterial and anti-inflammatory properties will be significantly reduced, so the diameter of the inhibition zone becomes smaller and the NO secretion is increased.

[0066] It should be noted that, in this article, relational terms such as first and second, etc. are only used to distinguish one entity or operation from another entity or operation, and do not necessarily require or imply any such actual relationship or order between these entities or operations. Moreover, the terms "include", "comprise" or any other variations thereof are intended to cover non-exclusive inclusion, so that a process method article or device including a series of elements includes not only those elements, but also other elements not explicitly listed, or also includes elements inherent to such process method article or device.

[0067] Finally, it should be noted that the above description is only a preferred embodiment of the present invention and is not intended to limit the present invention. Although the present invention has been described in detail with reference to the aforementioned embodiments, those skilled in the art can still modify the technical solutions described in the aforementioned embodiments or replace some of the technical features therein by equivalents. Any modification, equivalent replacement, improvement, etc. made within the spirit and principle of the present invention shall be included in the protection scope of the present invention.

Claims

1. A method for preparing a skin care composition based on a yeast fermentation lysate filtrate, characterized in that: The following steps are involved: Step 1: adding potassium carbonate to 1,4-dibromobutane solution, then dropping biophenol solution, reflux reaction at 90-100°C for 10-15h, filtering, vacuum rotary evaporation, chromatography purification after the reaction is completed to obtain a brominated product; The brominated product is dissolved in acetonitrile, and trimethylamine is added, and the mixture is reacted at 55-60°C for 20-30 hours. After the reaction is completed, the mixture is concentrated under reduced pressure and purified by chromatography to obtain a quaternary ammonium salt antibacterial product; Step 2: preheating anhydrous ethanol at 40-45° C. for 10-15 min, then sequentially adding paeonol solution, sodium hydroxide solution, p-hydroxybenzaldehyde solution and anhydrous ethanol, stirring and reacting at 40-45° C. for 10-12 h, adjusting the pH to neutral, washing, ice bathing, suction filtering, and drying after the reaction to obtain paeonol-type chalcone; dissolving paeonol-type chalcone in dimethyl sulfoxide, refluxing at 110-130° C. for 10-20 min, then adding iodine to continue reflux reaction for 3-4 h, after the reaction, removing iodine, refrigerating for 8-10 h, suction filtering, and washing to obtain a flavonoid product; Step 3: dissolving the phylloprotein in a phosphate buffer, adjusting the pH of the phosphate buffer to 8.0-8.5, centrifuging at 3000-4000 r / min for 8-10 min, and obtaining a supernatant as an embedding solution; dissolving the flavonoid product, the quaternary ammonium salt antibacterial product and the anti-inflammatory chalcone in anhydrous ethanol to obtain a mixed solution; adding the mixed solution to the embedding solution, stirring fully for 6-8 hours under sealed conditions, and then removing impurities by centrifugation to obtain a supernatant as a composite embedding product; Step 4: Mix the yeast fermentation lysate filtrate, the composite embedded product, hydrolyzed proanthocyanidins, sodium hyaluronate, allantoin, butylene glycol, a preservative and deionized water to obtain a finished product.

2. The method for preparing a skin care composition based on a yeast fermentation lysate filtrate according to claim 1, characterized in that: In step 1, 1,4-dibromobutane is dissolved in isopropanol to obtain a 1,4-dibromobutane solution; cardanol, thymol and carvacrol are dissolved in isopropanol to obtain a biophenol solution.

3. The method for preparing a skin care composition based on a yeast fermentation lysate filtrate according to claim 2, characterized in that: The reaction molar ratio of cardanol, thymol, carvacrol and 1,4-dibromobutane is (0.2-0.3):(0.2-0.3):0.4:

6.

4. The method for preparing a skin care composition based on a yeast fermentation lysate filtrate according to claim 1, characterized in that: In step 1, the reaction mass ratio of the bromide product and trimethylamine is (0.3-0.4):0.

07.

5. The method for preparing a skin care composition based on yeast fermentation lysate filtrate according to claim 1, characterized in that: In step 2, paeonol is dissolved in anhydrous ethanol to obtain a paeonol solution; flaky solid sodium hydroxide is dissolved in deionized water to obtain a sodium hydroxide solution; p-hydroxybenzaldehyde is dissolved in anhydrous ethanol to obtain a p-hydroxybenzaldehyde solution; wherein the reaction molar ratio of paeonol, flaky solid sodium hydroxide and p-hydroxybenzaldehyde is (3-3.5):7.5:3.

5.

6. The method for preparing a skin care composition based on yeast fermentation lysate filtrate according to claim 1, characterized in that: In step 2, the reaction mass ratio of paeonol-type chalcone and elemental iodine is (15-17):1.

5.

7. The method for preparing a skin care composition based on yeast fermentation lysate filtrate according to claim 1, characterized in that: In step 3, anhydrous ethanol is preheated at 40-45° C. for 10-15 min, and then 3-hydroxyacetophenone solution, sodium hydroxide solution, p-methoxybenzaldehyde solution and anhydrous ethanol are added in sequence, and the mixture is stirred and reacted at 40-45° C. for 10-12 h. After the reaction is completed, the pH is adjusted to neutral, washed, ice-bathed, filtered and dried to obtain an anti-inflammatory chalcone.

8. The method for preparing a skin care composition based on yeast fermentation lysate filtrate according to claim 1, characterized in that: The reaction molar ratio of 3-hydroxyacetophenone, flaky solid sodium hydroxide and p-methoxybenzaldehyde is (3-3.5):7.5:3.

5.

9. The method for preparing a skin care composition based on yeast fermentation lysate filtrate according to claim 1, characterized in that: In step three, the embedding solution concentration is 2.5-3.0 mg / mL; the mixed solution concentration is 10-12 mg / mL; the volume ratio of the mixed solution to the embedding solution is (0.2-0.3):5; the reaction mass ratio of flavonoid products, quaternary ammonium salt antibacterial products and anti-inflammatory chalcone in the mixed solution is (3.0-3.5):(1.0-1.5):

2.

10. The method for preparing a skin care composition based on yeast fermentation lysate filtrate according to claim 1, characterized in that: In step 4, the contents of the components of the finished product are: by mass fraction, 3-15% yeast fermentation lysate filtrate, 2-3% composite encapsulation product, 0.1-5% hydrolyzed proanthocyanidins, 0.1-1% sodium hyaluronate, 0.1-0.5% allantoin, 1.0-5.0% butylene glycol, 0.1-1% preservative, and the balance is deionized water.