KR102348149B1 - Cosmetic or pharmaceutical composition for melanism, elasticity, anti-wrinkle, or skin moisturizing comprising parthenolide - Google Patents

Abstract

The present invention provides a composition for skin elasticity, wrinkle improvement, moisturizing or blackening of skin or hair, in particular a cosmetic composition, a pharmaceutical composition, and a health food comprising a compound represented by the following formula (1) as an active ingredient. The cosmetic or pharmaceutical composition of the present invention has few side effects and is safe for the human body and has excellent skin and hair blackening, skin elasticity, wrinkle improvement, or skin moisturizing effect.
[Formula 1]

Description

A cosmetic or pharmaceutical composition for melanism, elasticity, anti-wrinkle, or skin moisturizing comprising parthenolide comprising parthenolide

The present invention relates to a cosmetic composition, a pharmaceutical composition, and a health food having excellent effects such as blackening, elasticity, wrinkle improvement, or moisturizing, in particular, having excellent effects related to skin or hair. The present invention also relates to a cosmetic composition, a pharmaceutical composition, and a health food that can exhibit the above effects even with a small amount.

With the improvement of the cultural level according to economic growth, interest in not only health but also appearance is increasing, and the desire to take care of skin and keep it healthy is also increasing. Recently, as well as maintaining healthy skin, the use of self-tanning products to make the skin look healthy is increasing. Self-tanning can avoid photoaging caused by overexposure to UV rays and can produce tanning effects even in the season when sunlight is not shining, so interest is increasing. Recently used self-tanning products, such as erythrulose or dihydroxyacetone, combine with keratin in the stratum corneum of the skin to temporarily color the skin and dye it. However, in the case of dihydroxyacetone, the skin tone is often not uniform depending on the method of use, and there are problems in that the skin is stained as the dead skin cells are peeled off. There is this. In addition, it has been reported that exposure to ultraviolet rays within 24 hours after application to the skin promotes the production of active oxygen in the skin.

In addition, gray hair generally occurs with increasing age, and gives a feeling of old age, particularly gray hair at a young age is a cause of stress. White hair appears more clearly in Asians with black hair than in whites with light hair color, and is a subject of research in terms of health, beauty, and psychology. Melanin is divided into red-yellow pheomelanin and black-brown eumelanin. Melanin in the hair is an important factor that determines the color of the hair. After being delivered to cortical cell keratinocytes, it moves upward with hair growth. Gray hair, recognized as a phenomenon of physiological aging, is caused by a decrease in the number of hair melanocytes and a decrease in melanin production due to a decrease in the function of melanocytes. Currently, dyeing is used as a solution to white hair, but dyeing is a temporary method and it has to be dyed again due to the growth of gray hair. is being questioned

Collagen is a major matrix protein produced by fibroblasts of the skin and is present in the extracellular matrix, and its important functions include the mechanical strength of the skin, the resistance of connective tissue and the binding force of tissues, support of cell adhesion, cell division and differentiation. Induction (at the time of growth of an organism or wound healing) and the like are known. Such collagen is reduced by age and photoaging caused by UV irradiation, and collagen reduction is promoted by the activity of collagenase enzyme that decomposes collagen. It is known that this is closely related to the formation of wrinkles on the skin.

In addition, elastin fibers form cross-links with collagen and are an important skin component for wrinkle generation, which is involved in skin elasticity. Deficiency and aggregation of elastin fibers and a marked increase in the activity of the elastin-degrading enzyme, Elastase, have been found to be one of the factors that cause skin wrinkles. Elastase is the only enzyme that can break down elastin, and it is known that inhibition of it can fundamentally reduce skin wrinkle improvement.

On the other hand, collagen and elastin fibers are matrix proteins that play an important role in retaining moisture in the dermis layer. These matrix proteins adsorb moisture, and increase moisture retention within their structures so that the skin can maintain a state of adequate moisture. It is known that it is involved in maintaining the elasticity of the skin through this.

Currently, retinoid, adenosine, animal placenta-derived protein, chlorella extract, and the like are known as wrinkle-improving cosmetics. Retinol, the most well-known, is a substance that promotes collagen synthesis and inhibits the elastase enzyme, but it is unstable, and its usage is limited due to safety issues such as irritation and redness when applied to the skin. It is known that it is difficult to expect a wrinkle improvement effect.

Glycation refers to a reaction in which a simple sugar such as glucose or fructose forms a covalent bond with a protein or fat that generally occurs without the involvement of an enzyme. Glycosylation occurs through a series of complex chemical reactions known as Amadori reactions and Maillard reactions, resulting in the formation of advanced glycation endproducts (AGEs).

On the other hand, the glycosylation process of proteins occurs slowly because enzyme action is not involved, and as a result, proteins with long half-lives such as collagen have a greater effect. As a result of analyzing the final glycosylated product, glycated collagen was accumulated as the age increased. By preventing collagen from forming an appropriate structure, the skin loses its elasticity and promotes wrinkle formation (Dyer, DG et al, The Journal of Clinical Investigation., 9, p. 2463, 1993).

Aminoguanidine, Pyridoxamine, Aspirin, etc. are known as substances that inhibit glycation. However, these substances have a limited amount of use due to safety concerns for the skin or are practically effective due to insignificant effects. There is a problem that cannot be expected.

Therefore, it is safe to the living body, the active ingredient is stable, and above all, the skin elasticity, wrinkle improvement, moisturizing or skin or hair blackening effect which is superior to the existing materials with skin elasticity, wrinkle improvement, moisturizing and blackening of skin or hair. The development of ingredients with

Therefore, the present invention solves the above problems, and provides such useful uses of a new active ingredient, that is, an active ingredient, which has few side effects and is safe for the human body, while having excellent skin elasticity, wrinkle improvement, moisturizing, or blackening of skin or hair. .

In other words, the problem to be solved by the present invention is to provide a composition comprising an active ingredient having excellent efficacy as an active ingredient.

In order to solve the above problems, the present invention provides a composition for skin elasticity enhancement, wrinkle improvement, moisturizing, and blackening of skin or hair, preferably a cosmetic composition, pharmaceutical composition comprising parthenolide as an active ingredient A composition or health food is provided.

That is, the present invention provides new uses of partenoride for skin elasticity enhancement, wrinkle improvement, moisturizing, and skin or hair blackening.

The inventors of the present invention confirmed the fact that partenoride inhibits collagenase and elastase activity of the skin, promotes skin regeneration by exhibiting an anti-glycosylation effect, and has moisturizing, skin elasticity and anti-wrinkle effects, The present invention has been completed. In addition, it was confirmed that the parthenoride promotes melanin synthesis to exhibit a skin or hair blackening effect, thereby completing the present invention.

In the present invention, 'blackening' means an increase in the color pigment of the skin or hair, and in particular, may refer to a phenomenon in which the amount of melanin pigment is increased so that the skin or hair shows a dark color.

In the present invention, 'improving elasticity or skin elasticity' means alleviating the degree of sagging or sagging skin. In addition, the elasticity means maintaining the elasticity of the skin in a state in which elastin and collagen are sufficiently present.

In the present invention, the 'wrinkle improvement effect' refers to suppressing or inhibiting the formation of wrinkles on the skin, or alleviating the wrinkles already formed.

In the present invention, "moisturizing or moisturizing the skin" means to increase the feeling of moisture in the skin and to maintain a moist state. The skin moisturizing effect can help to improve wrinkles and increase elasticity of the skin.

The present invention provides a composition comprising a compound represented by the following formula (1) in order to solve the above problems and achieve the object of the present invention.

[Formula 1]

The compound represented by Chemical Formula 1 has a molecular formula C ₁₅ H ₂₀ O ₃ , a molecular weight of 248.32, and is named Parthenolide.

The present invention is not particularly limited to the method for obtaining the parthenoid, and may be chemically synthesized by a method known in the art or a commercially available material may be used.

In the cosmetic composition, pharmaceutical composition, and health food according to the present invention, the content of the partenoride is preferably 0.00001 to 10% by weight based on the total weight of the cosmetic composition, the pharmaceutical composition and the health food.

The parthenoride of the present invention may exist in unsolvated as well as solvated forms including forms such as hydrates and ethanolates. Parthenoride of the present invention may exist in crystalline or amorphous form, and all such physical forms are included within the scope of the present invention.

The cosmetic composition for skin elasticity, wrinkle improvement, moisturizing effect, or blackening of skin or hair according to the present invention is a solution, external ointment, cream, foam, nourishing lotion, softening lotion, pack, softening water, emulsion, makeup base, essence, soap, Liquid detergents, bath products, sunscreen creams, sun oils, suspensions, emulsions, pastes, gels, lotions, powders, soaps, surfactant-containing cleansing, oils, powder foundations, emulsion foundations, wax foundations, patches and sprays It may be prepared in a formulation selected from the group consisting of, but is not limited thereto.

In addition, the cosmetic composition of the present invention may further include one or more cosmetically acceptable carriers to be formulated in general skin cosmetics, and conventional ingredients include, for example, oil, water, surfactant, humectant, lower alcohol, A thickener, a chelating agent, a colorant, a preservative, a fragrance, etc. may be appropriately mixed, but the present invention is not limited thereto.

The cosmetically acceptable carrier included in the cosmetic composition of the present invention varies depending on the formulation. When the formulation of the present invention is an ointment, paste, cream or gel, animal oil, vegetable oil, wax, paraffin, starch, tracanth, cellulose derivative, polyethylene glycol, silicone, bentonite, silica, talc, zinc oxide or Mixtures thereof may be used.

When the formulation of the present invention is a powder or a spray, lactose, talc, silica, aluminum hydroxide, calcium silicate, polyamide powder, or mixtures thereof may be used as a carrier component. In particular, in the case of a spray, additional chlorophyll propellants such as fluorohydrocarbons, propane/butane or dimethyl ether.

When the formulation of the present invention is a solution or emulsion, a solvent, solubilizer, or emulsifier is used as a carrier component, such as water, ethanol, isopropanol, ethyl carbonate, ethyl acetate, benzyl benzoate, propylene glycol, 1,3 -Butylglycol oil, in particular cottonseed oil, peanut oil, corn germ oil, olive oil, castor oil and sesame oil, glycerol fatty esters, fatty acid esters of polyethylene glycol or sorbitan.

When the formulation of the present invention is a suspension, as a carrier component, a liquid diluent such as water, ethanol or propylene glycol, a suspending agent such as ethoxylated isostearyl alcohol, polyoxyethylene sorbitol esters and polyoxyethylene sorbitan esters, microscopically Crystalline cellulose, aluminum metahydroxide, bentonite, agar or tracanth may be used.

When the formulation of the present invention is a soap, alkali metal salt of fatty acid, fatty acid hemiester salt, fatty acid protein hydrolyzate, isethionate, lanolin derivative, aliphatic alcohol, vegetable oil, glycerol, sugar, etc. may be used as carrier components. can

The present invention also provides a method for skin elasticity, wrinkle improvement, moisturizing or darkening of skin or hair, comprising the step of applying a compound represented by Formula 1 to the skin of an individual. The subject includes, without limitation, mammals including rats, livestock, humans, and the like.

According to another embodiment of the present invention, the present invention provides a pharmaceutical composition for skin elasticity, wrinkle improvement, moisturizing, or blackening of skin or hair containing the compound of Formula 1 as an active ingredient.

The composition comprising the compound of the present invention may be in various oral or parenteral formulations, but preferably parenteral formulations. In the case of formulation, it is prepared using commonly used diluents or excipients such as fillers, extenders, binders, wetting agents, disintegrants, and surfactants. Solid preparations for oral administration include tablets, pills, powders, granules, capsules, etc., and such solid preparations include at least one excipient in one or more compounds, for example, starch, calcium carbonate, sucrose or lactose ( lactose), gelatin, etc. In addition to simple excipients, lubricants such as magnesium stearate and talc are also used. Liquid preparations for oral administration include suspensions, internal solutions, emulsions, syrups, etc. In addition to commonly used simple diluents such as water and liquid paraffin, various excipients such as wetting agents, sweeteners, fragrances, and preservatives may be included. have. Formulations for parenteral administration include sterile aqueous solutions, non-aqueous solutions, suspensions, and emulsions. Non-aqueous solvents and suspensions may include propylene glycol, polyethylene glycol, vegetable oils such as olive oil, and injectable esters such as ethyl oleate.

The present invention can also be provided in the formulation of an external preparation for skin for skin elasticity, wrinkle improvement, moisturizing effect, or skin or hair blackening effect comprising the compound of Formula 1 as an active ingredient.

When the compound of Formula 1 is used as an external preparation for skin, in addition, a fatty substance, an organic solvent, a solubilizer, a thickening agent and a gelling agent, an emollient, an antioxidant, a suspending agent, a stabilizer, a foaming agent, a fragrance, a surfactant , water, ionic or non-ionic emulsifiers, fillers, sequestering and chelating agents, preservatives, vitamins, blockers, wetting agents, essential oils, dyes, pigments, hydrophilic or lipophilic active agents, lipid vesicles or for external use on the skin It may contain adjuvants conventionally used in the field of dermatology, such as any other ingredients used as a skin care product. In addition, the above ingredients may be introduced in an amount generally used in the field of dermatology.

When the compound of Formula 1 is provided as an external preparation for skin, the present invention is not limited thereto, but may have a dosage form such as an ointment, patch, gel, cream or spray.

The pharmaceutical composition of the present invention can be particularly preferably used as a parenteral preparation, for example, the external preparation for skin includes a suitable pharmaceutically acceptable base such as vaseline and stearyl alcohol; suitable pharmaceutically acceptable surfactants such as polysorbate and sorbitan sesquioleate; suitable pharmaceutically acceptable moisturizers such as glycerin; a suitable pharmaceutically acceptable solvent; And it can be prepared by a conventional method for preparing an external preparation for skin in which a flavoring agent, a colorant, a stabilizer, a viscous agent, and the like are homogeneously mixed.

In addition, when the compound of Formula 1 of the present invention is used as a pharmaceutical, it may further contain one or more active ingredients exhibiting the same or similar function. For example, it may include a known skin elasticity, wrinkle improvement, moisturizing effect, or skin or hair blackening component. When an additional skin elasticity, wrinkle improvement, moisturizing or skin or hair blackening component is included, the skin elasticity, wrinkle improvement, moisturizing effect, or skin or hair blackening effect of the composition of the present invention may be further enhanced. When adding the above ingredients, skin safety according to combined use, ease of formulation, and stability of active ingredients can be considered. In one embodiment of the present invention, the composition is a skin elasticity or wrinkle improving component known in the art, retinoic acid, TGF, animal placenta-derived protein, betulinic acid and chlorella extract; As a component for blackening known in the art, erythrulose (Erythrulose), dihydroxyacetone (Dihydroxyacetone); and one or two or more components selected from the group consisting of derivatives thereof and various plant extracts. Additional ingredients may be included in an amount of 0.0001 wt% to 10 wt% based on the total weight of the composition, and the content range may be adjusted according to requirements such as skin safety and ease of formulation of the compound of Formula 1 .

When the pharmaceutical composition of the present invention contains an effective amount of the compound of Formula 1, it can provide desirable skin elasticity, wrinkle improvement, moisturizing effect, or skin or hair blackening effect. In the present invention, the term “effective amount” refers to an amount of a compound capable of showing a skin or hair blackening effect, skin elasticity enhancement and wrinkle improvement effect, or a moisturizing effect.

The effective amount of the compound of Formula 1 included in the composition of the present invention will vary depending on the form in which the composition is commercialized, the method in which the compound is applied to the skin, and the time it stays on the skin. For example, when the composition is commercialized as a pharmaceutical, the compound of Formula 1 may be included in a higher concentration than when commercialized as a cosmetic that is routinely applied to the skin. Accordingly, the daily dose is 0.1 to 100 mg/kg, preferably 30 to 80 mg/kg, and more preferably 50 to 60 mg/kg, based on the amount of the compound of Formula 1, and 1 to It can be administered 6 times.

According to another embodiment of the present invention, there is provided a health food for skin elasticity effect, wrinkle improvement effect, moisturizing effect, or skin or hair blackening effect, comprising the compound of Formula 1 above.

As used herein, the term 'health food' refers to food prepared by adding the compound of Formula 1 to food materials such as beverages, teas, spices, gum, and confectionery, or encapsulating, powdering, suspension, etc. It means to bring a specific effect, but unlike general drugs, it has the advantage that there are no side effects that may occur when taking the drug for a long time using food as a raw material. Since the health food of the present invention obtained in this way can be consumed on a daily basis, a high skin or hair blackening effect, elasticity enhancing effect, wrinkle improvement effect, and moisturizing effect can be expected, which is very useful.

When the compound of Formula 1 is used as a food additive, the compound of Formula 1 may be added as it is or used together with other foods or food ingredients, and may be appropriately used according to a conventional method. The mixed amount of the active ingredient may be suitably determined according to the purpose of its use (prevention, health or therapeutic treatment). In general, in the production of food or beverage, the composition of the present invention is added in an amount of 15 parts by weight or less, preferably 10 parts by weight or less, based on the raw material. However, in the case of long-term intake for health and hygiene or health control, the amount may be less than the above range, and since there is no problem in terms of safety, the active ingredient may be used in an amount above the above range. . There is no particular limitation on the type of the food. Examples of foods to which the above substances can be added include meat, sausage, bread, chocolate, candy, snacks, confectionery, pizza, ramen, other noodles, gums, dairy products including ice cream, various soups, beverages, tea, drinks, There are alcoholic beverages, vitamin complexes, and the like, and includes all health foods in the ordinary sense. The health beverage composition of the present invention may contain various flavoring agents or natural carbohydrates as additional ingredients, like conventional beverages. The above-mentioned natural carbohydrates are monosaccharides such as glucose and fructose, disaccharides such as maltose and sucrose, polysaccharides such as dextrin and cyclodextrin, and sugar alcohols such as xylitol, sorbitol and erythritol. As the sweetener, natural sweeteners such as taumartin and stevia extract, synthetic sweeteners such as saccharin and aspartame, and the like can be used. The proportion of the natural carbohydrate is generally about 0.01 to 0.04 g, preferably about 0.02 to 0.03 g per 100 mL of the composition of the present invention. In addition to the above, the health food of the present invention includes various nutrients, vitamins, electrolytes, flavoring agents, coloring agents, pectic acid and salts thereof, alginic acid and salts thereof, organic acids, protective colloidal thickeners, pH adjusters, stabilizers, preservatives, glycerin, alcohol , a carbonation agent used in carbonated beverages, and the like. In addition, the health food of the present invention may contain flesh for the production of natural fruit juice, fruit juice beverage, and vegetable beverage. These components may be used independently or in combination. The proportion of these additives is not very important, but is generally selected in the range of 0.01 to 0.1 parts by weight per 100 parts by weight of the composition of the present invention.

Although not limited thereto, in one embodiment of the present invention, the composition may include the compound of Formula 1 in an amount of 0.00001 wt% to 10 wt% based on the total weight of the composition.

The composition containing the partenolide of the present invention exhibits a skin or hair blackening effect.

The composition containing partenoride of the present invention exhibits an effect of enhancing skin elasticity or improving wrinkles.

The composition containing the partenoride of the present invention exhibits a skin moisturizing effect.

The composition containing the parthenoride of the present invention can be used as a safe and excellent cosmetic raw material and pharmaceutical ingredient.

Hereinafter, in order to explain the present invention in more detail, the following examples and the like will be described. However, the embodiments according to the present invention may be modified in various other forms, and the scope of the present invention should not be construed as being limited to the embodiments described below. The embodiments of the present invention are provided by way of example to help the specific understanding of the present invention.

Reference example One: Parthenoride ( Parthenolide ) substance information

[Formula 1]

Substance name: Parthenolide

CAS No. : 20554-84-1

Molecular Formula: C ₁₅ H ₂₀ O ₃

Molecular Weight: 248.32

Where to buy: Tauto Biotech (China)

Example One: Collagenase activity inhibitory effect

The inhibitory effect on the activity of collagenase, an enzyme that decomposes collagen, was confirmed as follows.

Collagenase derived from mouse pancreas was used, and the synthetic substrate N-(3-[2-Furyl]acryloyl)-Leu-Gly-Pro-Ala was used as the collagenase substrate. A buffer solution in which 50 mM Tricine, 10 mM CaCl ₂ ·H ₂ O, and 400 mM NaCl (pH 7.5) were dissolved was used. The synthetic substrate was dissolved at a concentration of 10 mM using a buffer and finally diluted to 75 μM. Collagenase was dissolved in 4 degree cold tertiary distilled water to a concentration of 1 unit/ml, and finally diluted with a buffer solution to a concentration of 0.05 unit/ml. Collagenase inhibition candidates were tested at final concentrations of 25 and 50 ppm. In this case, the positive control group was set to have a final concentration of 50 ppm of epigallocatechin gallate (EGCG), which is known to have a collagenase inhibitory effect. The reaction was carried out in a 96-well plate, and reacted at room temperature for 10 minutes. The absorbance was measured at 345 nm at 1-minute intervals using a spectrophotometer, and the maximum slope of the absorbance versus time was obtained, which was determined as the activity of the enzyme. The collagenase inhibition rate was calculated as follows.

Collagenase activity inhibitory effect of the compound of Formula 1 (number of repetitions = 3)

sample Enzyme activity Inhibition rate (%) Compound of Formula 1 (50 ppm) -0.3 57.14 Compound of Formula 1 (25ppm) -0.6 14.28 Positive control (EGCG, 50ppm) -0.6 14.28 Control (DMSO, 50 ppm) -0.7 -

As can be seen from the results of Table 1, it can be seen that the compound of Formula 1 has a superior effect on inhibiting collagenase activity than the positive control EGCG. That is, the compound of Formula 1 exhibited an excellent inhibitory effect on collagenase activity. Therefore, it was found that the compound of Formula 1 can be used for skin regeneration and wrinkle improvement.

Example 2: elastase activity inhibitory effect

The inhibitory effect of Elastase, an enzyme decomposing elastin, was confirmed as follows.

Elastase used elastase derived from human leukocyte cells, and a synthetic substrate MeOSuc-Ala-Ala-Pro-Val-pNA was used as a substrate for elastase. A buffer solution of 100 mM Tris (pH 7.5) was used. Elastase was finally used in 0.2 mU using a buffer solution. In addition, the synthetic substrate of elastase was diluted with a buffer solution to a final concentration of 0.5 mM after making a 100 mM solution using DMSO. At this time, the positive control was set to put quercetin (Quercetin) known as an elastase inhibitor at a concentration of 10ppm. Elastase inhibition candidates were added so that the final concentration was 10 or 20 ppm. The reaction was carried out in a 96-well plate, and reacted at room temperature for 20 minutes. The absorbance was measured at 405 nm at 1-minute intervals using a spectrophotometer, and the slope of the absorbance versus time was obtained and determined as the enzyme activity. Elastase inhibition was calculated as follows.

Elastase activity inhibitory effect of the compound of Formula 1 (number of repetitions = 3)

sample Enzyme activity Inhibition rate (%) Compound of Formula 1 (20ppm) 3.0 71.15 Compound of Formula 1 (10ppm) 5.2 50 Positive control (Quercetin, 10ppm) 3.5 66.35 Control (DMSO, 20 ppm) 10.4 -

As can be seen from the results in Table 2, when the compound of Formula 1 was treated, the effect was less than that of the positive control group, but it was found that the elastase activity inhibition was excellent. That is, the compound of Formula 1 exhibited an excellent inhibitory effect on elastase activity. Therefore, it was found that the compound of Formula 1 can be used for skin regeneration and wrinkle improvement.

Example 3: blackening Effect - The effect of increasing the total amount of melanin

The blackening effect was confirmed by adding the compound of Formula 1 to the culture medium of B-16 mouse melanoma cells and measuring the total amount of melanin at the cellular level (Lotan R., Lotan D. Cancer). Res . 40:3345-3350, 1980). Before the experiment, toxicity was evaluated for melanoma cells in mice, and a non-toxic concentration was selected to evaluate blackening.

The final concentration of the compound of Formula 1 in the culture medium was 1 ppm and 10 ppm, and forskolin, a control, was added to the medium to 10 ppm, treated with B-16 melanoma cells, respectively, and cultured for 3 days.

Thereafter, the cells were treated with trypsin, removed from the culture vessel, centrifuged, and then melanin was extracted. To the detached cells, 1 ml of sodium hydroxide solution (1N concentration) was added and boiled for 10 minutes to dissolve melanin. Using a spectrophotometer, absorbance was measured at 400 nm to measure the amount of melanin produced.

The amount of melanin was measured by a method expressed as absorbance per unit cell number (1×10 ⁶ cells), and the total amount of melanin relative to the control group was calculated as an increase rate (%), and the results are summarized in Table 3.

Effect of increasing the total amount of melanin at the cellular level according to the concentration

sample melanin production
(abs) Increase (%) Control (DMSO, 10 ppm) 0.33 - Positive control (Forskolin, 10ppm) 0.792 140 Formula 1 (10ppm) 0.499 51.21 Formula 1 (1ppm) 0.432 30.30

As can be seen from the results of Table 3, the compound of Formula 1 increased the amount of melanin production compared to the control, and it was confirmed that the melanin production rate increased with the increase in concentration.

Therefore, it was found that the compound of Formula 1 can be used for blackening purposes.

Example 4: anti-glycosylation effect

In order to confirm the anti-glycation efficacy, the glycation inhibitory activity was measured using L-arginine and glucose.

First, prepare by dissolving 1M L-arginine and 1M glucose using 1M phosphate buffer (pH 7.4), and dilute the sample to 50 and 100ppm using 1M phosphate buffer. Mix 1M L-arginine and 1M phosphate buffer in a ratio of 1 to 4, then dispense 80 μl of each in a 96-well plate. To this, add 100 μl of each diluted sample to 50 and 100 ppm and 0.01M aminoguanidin to be used as a positive control. After mixing these samples well, finally add glucose diluted with 1M phosphate buffer so that the final concentration of glucose is 0.1M. The reaction was carried out at 70°C for 4 hours. The degree of glycosylation of the 96-well plate was measured by measuring the absorbance at 420 nm using a spectrophotometer.

The glycation experimental group of the following formula is an experimental group in which glycation was induced by adding 1M L-arginine and 1M glucose. In order to measure the absorbance of the sample itself, only 1M L-arginine and the sample without adding glucose were added to measure the absorbance at 420 nm. did Glycosylation inhibitory activity can be calculated as follows.

Anti-glycosylation effect of compound of formula 1

sample Inhibition rate (%) Control (DMSO, 50 ppm) - Positive control (Aminoguanidine, 55ppm) 54.89 Compound of Formula 1 (50 ppm) 68.67 Compound of Formula 1 (25ppm) 39.22

As can be seen from the results in Table 4, the compound of Formula 1 exhibits excellent anti-glycosylation effects, and is thought to be capable of improving skin elasticity and wrinkles.

Claims (8)

A cosmetic composition for skin or hair blackening comprising a compound represented by the following formula (1) as an active ingredient.
[Formula 1]

delete delete delete The cosmetic composition according to claim 1, wherein the compound represented by Formula 1 is included in an amount of 0.00001 to 10% by weight based on the total weight of the cosmetic composition. A health food composition for skin or hair blackening comprising a compound represented by the following formula (1) as an active ingredient.
[Formula 1]

delete The health food composition according to claim 6, wherein the compound represented by Formula 1 is included in an amount of 0.00001 to 10% by weight based on the total weight of the health food composition.