KR20220143509A - Composition for skin whitening and method for whitening the skin - Google Patents

Abstract

The present invention provides: a composition for skin whitening which contains a compound represented by chemical formula 1 as an active ingredient; and a method of whitening the skin which includes a step of administering the composition to a subject (In chemical formula 1, each substituent is as defined in the specification). One embodiment of the present invention is to provide a composition for skin whitening capable of imparting an excellent whitening effect to the skin by inhibiting melanin production.

Description

Skin whitening composition and skin whitening method using the same

The present disclosure relates to a composition for whitening and a skin whitening method using the same.

The skin performs various functions essential for the survival of the human body. A barrier function to maintain homeostasis inside the human body in response to environmental changes, a sensory function to recognize external changes, and a body temperature control function are representative functions of the skin. Among the various functions of the skin, in particular, the barrier function of the skin is mainly expressed by the stratum corneum located at the outermost layer of the skin. The stratum corneum has been reported to affect not only the simple barrier function but also the function, role, and structure of the inner living cell layer, that is, the epidermis or dermis, and its importance is continuously increasing. The stratum corneum is composed of dead keratinocytes and intercellular lipids, and plays a key role as a skin barrier that protects the skin from external stimuli and prevents moisture from evaporating from the inside. In addition, keratinocytes in the stratum corneum create a skin barrier through differentiation and keratinization processes.

The epidermis including the stratum corneum can be divided into a stratum corneum, a clear layer, a granular layer, a stratum corneum, and a basal layer. Melanin is present in the basal layer, the lowest layer of the epidermis. Melanin refers to the brown pigment contained in tissues such as skin and eyes, and is produced by melanin-forming cells.

Melanin expression genes differ from person to person, and the amount of melanin is regulated accordingly to determine skin color. That is, the greater the amount of melanin, the darker the skin color. Specifically, the amount of melanin is determined by the number, concentration, and melanin secretion ability of melanosomes in melanin-forming cells, and skin color is determined by these factors.

Melanin has the ability to block more than a certain amount of UV rays, so it maintains the skin's body temperature and protects the skin from UV rays. Although melanin can block UV rays penetrating into the skin, when the skin is exposed to UV rays for a long time, melanin-forming cells are stimulated and the amount of melanin production increases. When the melanin produced in this way moves to the stratum corneum of the skin and accumulates in the stratum corneum, pigmentation occurs. Pigmentation that appears on the skin includes spots, freckles, and spots.

Melanin is a polymer formed through the oxidation process of tyrosine protein by tyrosinase enzyme. Therefore, blocking the activity of the tyrosinase enzyme or preventing the oxidation of tyrosine can prevent melanin production. In addition, it is possible to prevent pigmentation by preventing the generated melanin from being accumulated in the stratum corneum. Suppressing skin pigmentation is also linked to skin whitening by brightening the skin color.

Japanese Patent Application Laid-Open No. 2008-534619 (published on August 28, 2008)

One embodiment is to provide a composition for whitening that can provide an excellent whitening effect to the skin by inhibiting the production of melanin by inhibiting the expression of a protein that is a melanin-producing enzyme.

Another embodiment is to provide a method for whitening the skin of a subject, comprising administering the cosmetic composition to the subject.

According to one embodiment, there is provided a composition for whitening comprising a compound represented by the following formula (1) as an active ingredient.

[Formula 1]

In Formula 1,

R ₁ to R ₄ are each independently a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, X is a hydrogen atom, a hydroxy group or a carboxyl group, and at least one of R ₁ to R ₃ is a methyl group.

Wherein R ₁ To R ₃ are each independently a methyl group, wherein R ₄ is an isopentyl group,

X may be a hydroxyl group.

The compound represented by Formula 1 may be included in a concentration of 0.1 μM to 1 mM with respect to the total amount of the whitening composition.

The compound represented by Formula 1 may be included in a concentration of 1 μM to 50 μM with respect to the total amount of the whitening composition.

The composition for whitening may be a cosmetic composition or a food composition.

According to another embodiment, there is provided a method for whitening the skin of an individual, comprising administering to the individual a cosmetic composition comprising the compound represented by Formula 1 as an active ingredient.

According to another embodiment, there is provided the use of the compound represented by Formula 1 for the preparation of a composition for whitening.

According to another embodiment, there is provided a method of whitening the skin by applying a composition including an effective amount of the compound represented by Formula 1 to the skin.

The compound and concentration represented by Formula 1 may be the same as described above.

The composition according to one embodiment suppresses melanin production by inhibiting protein expression, which is a melanin-producing enzyme, thereby providing an excellent whitening effect to the skin coated with the composition.

1 is a graph showing the amount of melanin production according to the concentration of the compound represented by Formula 1-1 and the presence or absence of ultraviolet rays.
2 is a photograph showing the suspension of melanin-producing cells according to the concentration of the compound represented by Formula 1-1.
3 is a graph showing the amount of melanin-producing cells according to the concentration of the compound represented by Formula 1-1 and the presence or absence of ultraviolet rays.
4 is a graph showing the expression level of tyrosinase, a melanin-synthesizing enzyme, according to the concentration of the compound represented by Formula 1-1 and the presence or absence of ultraviolet rays.
5 is a graph showing the relative delta L value according to the presence and concentration of the compound represented by Formula 1-1.

Hereinafter, embodiments of the present invention will be described in detail so that those of ordinary skill in the art to which the present invention pertains can easily implement them. However, the present invention may be embodied in many different forms and is not limited to the embodiments described herein.

As used herein, the improvement of the skin whitening function means that the color of the stratum corneum located on the outer shell of the skin is changed to be bright and white. The stratum corneum, the skin's primary barrier, can be easily damaged by the external environment. In order to impart whitening power to the skin, it is possible to solve temporary problems, but it is difficult to solve the fundamental problem through the prescription of applying an external preparation for the skin. Since it is only a masking effect, it has not been able to fundamentally improve the pigmentation problem of the skin by simply applying an external preparation for the skin. Accordingly, the present inventors confirmed that the compound represented by a specific chemical formula constituting the composition according to an embodiment can fundamentally improve the skin whitening effect by solving the above fundamental problems, and completed the present invention.

More specifically, the composition according to one embodiment enables a skin whitening effect to be expected by regulating a signal transduction mechanism in relation to the expression of a melanin-producing enzyme (tyrosinase) involved in melanin synthesis.

In this regard, when the intracellular concentration of c-AMP increases, melanin production increases, and when the extracellular signal regulated kinase (ERK) pathway is activated, the fact that melanin production is decreased has been found. However, as a method of activating the extracellular signal regulating kinase pathway, a method of stimulating a signal transduction pathway that phosphorylates an extracellular signal regulated kinase is well known. When 2A (protein phosphatase 2A, PP2A) is inhibited, extracellular signal regulating kinase is activated, and it is expected that a skin whitening effect can be obtained according to the degradation of microphthalmia-associated transcription factor (MITF). No effective method for inhibiting enzyme 2A has been found.

In this regard, the present inventors have completed the present invention by confirming that there is an inhibitory effect on the synthesis of melanin-producing enzymes (tyrosinase) when the melanocytes are treated with a composition containing a specific compound in a specific concentration range as an active ingredient.

On the other hand, substances that directly inhibit melanin-producing enzyme (tyrosinase), as in the previous methods, must be used at high concentrations, so they may exhibit side effects such as skin irritation, and kojic acid may cause skin cancer. Therefore, its use is prohibited. However, since the composition according to one embodiment is not a substance that directly inhibits the melanin-producing enzyme (tyrosinase), it does not stimulate the skin, so it has almost no side effects, and it can exhibit a much stronger whitening effect through the inhibition of the production of the melanin-producing enzyme (tyrosinase). .

In the present specification, when a part such as a layer, film, region, plate, etc. is "on" another part, it includes not only the case where the other part is "directly on" but also the case where there is another part in the middle. Conversely, when we say that a part is "just above" another part, we mean that there is no other part in the middle.

Unless otherwise defined herein, "combination" means mixing or copolymerization. Also, "copolymerization" means block copolymerization or random copolymerization, and "copolymer" means block copolymerization or random copolymerization.

Hereinafter, a composition for skin whitening according to an embodiment will be described.

A composition for skin whitening according to an embodiment includes a compound represented by the following Chemical Formula 1 as an active ingredient.

[Formula 1]

In Formula 1,

R ₁ to R ₄ are each independently a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, X is a hydrogen atom, a hydroxy group or a carboxyl group, and at least one of R ₁ to R ₃ is a methyl group.

For example, in Formula 1, R ₁ to R ₃ may each independently be a methyl group, R ₄ may be an isopentyl group, and X may be a hydroxyl group.

The compound represented by Formula 1 may impart a whitening effect to the skin by inhibiting an increase in the expression of tyrosinase, a melanin-producing enzyme.

Hyperpigmentation on the skin can be caused by various factors such as hormonal abnormalities in the body after the inflammatory reaction of the skin, genetic diseases, and UV irradiation, and the main factors are abnormalities in the synthesis and distribution of melanin pigments. .

The main function of melanin is to protect the skin from damage caused by it by removing oxygen radicals. Therefore, having a lot of melanin means having an effective countermeasure system to protect the skin from physical and chemical toxic substances. The production of such melanin is made by the action of the enzyme and the spontaneous oxidation reaction after tyrosine is converted into dopaquinone by a melanin-producing enzyme (Tyrosinase) in melanocytes.

Methods for inhibiting melanin production known to date are largely as follows.

First, there is a method of removing the main cause of melanin production by blocking ultraviolet rays. This method allows the cosmetic composition to contain a light-scattering agent or a light-blocking agent, and good results can be expected.

Next, it is possible to inhibit melanogenesis by inhibiting the synthesis of a core carbohydrate required for the activity of the melanin-producing enzyme (Tyrosinase), for example, glucosamine (Glucosamine).

In addition, kojic acid (Kojic acid) or arbutin may interfere with the function of melanin-producing enzyme (Tyrosinase), which is an enzyme involved in the production of melanin.

Furthermore, it is possible to interfere with the division of melanocytes by using a substance that has specific toxicity to melanocytes that produce melanin, such as hydroquinone.

In addition, a method of decolorizing by reducing the generated melanin has been introduced.

Currently, most of the research for discovering a whitening composition is focused on a substance that directly inhibits the melanin-producing enzyme (Tyrosinase) involved in melanin synthesis. However, it has been suggested that, in addition to direct inhibition of the melanin-producing enzyme (Tyrosinase), a whitening effect can be expected by regulating the signal transduction involved in the expression of the melanin-producing enzyme (Tyrosinase). (Briganti S, Camera E, Picardo M. Pigment Cell Res , 2003, 16(2):101-10)

In addition, melanin-producing enzyme (Tyrosinase) is known to be produced by the regulation of the transcription factor MITF (microphthalmia-associated transcription factor) when it is affected by external stimuli or hormones (DS Kim, ES Whang, JE Lee, SY). Kim, SB Kwon, and KC Park. J Cell Sci. 2003;116:1699-706), a method for reducing melanin production by inhibiting the expression of the MITF has not yet been introduced.

The composition according to one embodiment reduces the production of melanin, and specifically, has an excellent effect of inhibiting the increase in protein expression of tyrosinase, which is a melanin-producing enzyme, in melanocytes. Therefore, when applied to skin with hyperpigmentation, the skin whitening effect is very good. For example, when the composition according to the exemplary embodiment is applied to the pigmented skin, a very excellent skin whitening effect can be expected.

In Chemical Formula 1, the three-dimensional arrangement of the substituents or some hydrogen atoms connected to the parent is specified, and the skin whitening effect can be maximized only when the three-dimensional arrangement has the above-described structure.

One embodiment provides a composition for skin whitening comprising the compound represented by Formula 1 as an active ingredient, and a pharmaceutically effective amount of the compound represented by Formula 1 alone or at least one pharmaceutically acceptable carriers, excipients or diluents.

The compound represented by Formula 1 in the composition may be included at a concentration of 0.1 μM to 1 mM, for example, at a concentration of 1 μM to 50 μM with respect to the total amount of the whitening composition. When the compound represented by Formula 1 is used at a concentration of less than 0.1 μM, the degree of inhibiting the increase in protein expression of the melanin-producing enzyme (Tyrosinase) in melanocytes is insignificant, so it has an effect of improving the skin whitening function. However, even at a concentration of less than 1 μM, the effect of improving the skin whitening function may be only insignificant.

In addition, when the compound represented by Formula 1 is used at a concentration of more than 1 mM, there may be no significant difference in skin whitening effect compared to the case where the compound represented by Formula 1 is included at a concentration of 0.1 μM to 1 mM, Rather, by including an excessive amount of the compound represented by Formula 1 unnecessarily, the role of other functional ingredients in the composition may be limited, which may be undesirable.

As used herein, the term "pharmaceutically effective amount" refers to an amount sufficient to exhibit the desired physiological or pharmacological activity when the physiologically active ingredient is administered to an animal or human. However, the pharmaceutically effective amount may be appropriately changed depending on the severity of symptoms, the age, weight, health status, sex, administration route, and treatment period of the patient.

In addition, the term "pharmaceutically acceptable" as used herein means that when it is physiologically acceptable and administered to a human, it does not usually cause an allergic reaction such as gastrointestinal disorder, dizziness, or a reaction similar thereto. Examples of such carriers, excipients and diluents include lactose, dextrose, sucrose, sorbitol, mannitol, xylitol, erythritol, maltitol, starch, gum acacia, alginate, gelatin, calcium phosphate, calcium silicate, cellulose, methyl cellulose, polyvinylpyrrolidone, water, methylhydroxybenzoate, propylhydroxybenzoate, talc, magnesium stearate, and mineral oil. In addition, fillers, anti-agglomeration agents, lubricants, wetting agents, fragrances, emulsifiers and preservatives may be further included.

For example, the composition may be a cosmetic composition.

In the present specification, "cosmetics" may refer to all substances that may have additional medical functions in addition to cosmetic functions as well as cosmetic functions.

The formulation of the cosmetic composition is not particularly limited and may be appropriately selected according to the purpose.

For example, the cosmetic composition is formulated as a solution, suspension, emulsion, paste, gel, cream, lotion, powder, soap, surfactant-containing cleansing, oil, powder foundation, emulsion foundation, wax foundation and spray. may be, but is not limited thereto.

More specifically, cosmetic compositions such as detergents, tonics, hair dressings, nutrient lotions, essences, serums, treatments, conditioners, shampoos, lotions, hair or hair dyes, oil-in-water (O/W) type, water-in-oil (W/ It can be formulated as a basic cosmetic such as O) type. For example, the composition may include skin lotion, skin toner, astringent, lotion, milk lotion, moisture lotion, nourishing lotion, massage cream, nourishing cream, moisture cream, hand cream, ointment, foundation, essence, nourishing essence, pack, soap, cleansing It may have one formulation selected from the group consisting of foam, cleansing lotion, cleansing cream, body lotion, body cleanser, lotion, ointment, gel, cream, patch and spray.

In addition, the composition, in each formulation, other components other than the above-mentioned essential components can be suitably selected and formulated by those skilled in the art without difficulty depending on the type or purpose of use of other external preparations. For example, it may further include a sunscreen agent, a hair conditioning agent, a fragrance, and the like.

The cosmetic composition may contain a cosmetically acceptable medium or base. It is in any formulation suitable for topical application, for example solutions, gels, solid or kneaded dry products, emulsions obtained by dispersing the oily phase in an aqueous phase, suspensions, microemulsions, microcapsules, microgranules or ionic (liposomes) and/or It may be provided in the form of a non-ionic vesicular dispersant, or in the form of a cream, skin, lotion, powder, ointment, spray or concealer stick. These compositions can be prepared according to conventional methods in the art.

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 alcohol, benzyl benzoate, propylene glycol, 1 ,3-butylglycol 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, microcrystals Adult cellulose, aluminum metahydroxide, bentonite, agar, or tracanth may be used.

When the formulation of the present invention is a paste, cream or gel, animal oil, vegetable oil, wax, paraffin, starch, tracanth, cellulose derivative, polyethylene glycol, silicone, bentonite, silica, talc or zinc oxide may be used as a carrier component. can

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

In one embodiment of the present invention, the cosmetic composition may additionally contain a thickener. The thickener included in the cosmetic composition of the present invention is methyl cellulose, carboxy methyl cellulose, carboxy methyl hydroxy guanine, hydroxy methyl cellulose, hydroxyethyl cellulose, carboxy vinyl polymer, polyquaternium, cetearyl alcohol, stearic acid, Carrageenan and the like may be used, and preferably, at least one of carboxymethyl cellulose, carboxyvinyl polymer, and polyquaternium may be used, and most preferably, carboxyvinyl polymer may be used.

In one embodiment of the present invention, the cosmetic composition may contain various suitable bases and additives as necessary, and the types and amounts of these components can be easily selected by the inventor. It may contain acceptable additives as necessary, for example, may further include components such as preservatives, pigments, and additives conventional in the art.

Specifically, the preservative may be phenoxyethanol or 1,2-hexanediol, and the fragrance may be an artificial fragrance.

Specifically, the additive may be other substances having a whitening function, such as niacinamide, hydroquinone, mulberry extract, arbutin, ethyl ascorbyl ether, ascorbyl glucoside, alpha-bisabolol, ascorbyl tetraisopalmitate. Niacinamide can supplement and enhance the whitening efficacy of the composition by inhibiting the step of already generated melanin from passing from melanin-producing cells to keratinocytes. Hydroquinone can complement and enhance the whitening efficacy of the composition by destroying skin cells and turning over new skin cells. The additives listed above, such as niacinamide or hydroquinone, can be used in conjunction with the composition to complement and enhance the whitening efficacy of the composition.

And, in one embodiment of the present invention, the cosmetic composition may include a composition selected from the group consisting of water-soluble vitamins, oil-soluble vitamins, polymer peptides, polymer polysaccharides, sphingolipids, and seaweed extract. Other ingredients that may be added include oils and fats, moisturizers, emollients, surfactants, organic and inorganic pigments, organic powders, UV absorbers, preservatives, disinfectants, antioxidants, plant extracts, pH adjusters, alcohols, colorants, fragrances, A blood circulation promoter, a cooling agent, an anti-inflammatory agent, purified water, etc. are mentioned.

In addition, the mixing|blending component which may be added other than this is not limited to this, Moreover, any said component can be mix|blended within the range which does not impair the objective and effect of this invention.

Furthermore, the cosmetic composition according to an embodiment may be used as a pharmaceutical composition as described above, or may be used as a food composition. For example, it can be easily utilized as a main raw material of food, an auxiliary raw material, a food additive, a functional food or a beverage.

The "food" means a natural product or processed product containing one or more nutrients, and preferably means a state that can be eaten directly through a certain amount of processing process, and in a general sense, food , which includes all food additives, functional foods and beverages.

Foods to which the composition for food can be added include, for example, various foods, beverages, gum, tea, vitamin complexes, functional foods, and the like. In addition, special nutritional foods (eg, formula milk, infant food, etc.), processed meat products, fish meat products, tofu, jelly, noodles (eg, ramen, noodles, etc.), breads, health supplements, seasoned foods (eg, soy sauce) , soybean paste, red pepper paste, mixed paste, etc.), sauces, sweets (eg snacks), candy, chocolate, gum, ice cream, dairy products (eg fermented milk, cheese, etc.), other processed foods, kimchi, pickled foods (various kimchi) , pickles, etc.), beverages (eg, fruit beverages, vegetable beverages, soy milk, fermented beverages, etc.), and natural seasonings (eg, ramen soup, etc.), but is not limited thereto. The food, beverage or food additive may be prepared by a conventional manufacturing method.

In addition, the "functional food" refers to a food group or food composition that has added value to act and express the function of the food for a specific purpose by using physical, biochemical, and biological engineering methods, etc. It refers to a food that is designed and processed to sufficiently express the body control functions related to recovery and recovery. Specifically, it may be a health functional food. The functional food may include a food supplementary additive that is pharmaceutically acceptable, and may further include an appropriate carrier, excipient and diluent commonly used in the manufacture of functional food.

The type of health supplement is not limited thereto, but may be in the form of powder, granule, tablet, capsule or beverage.

Another embodiment provides a method for whitening the skin of an individual comprising administering the composition to the individual. In the skin whitening method according to another embodiment, the compound represented by the following Chemical Formula 1 has a skin whitening use. The composition included in the whitening method is the same as described above.

[Formula 1]

In Formula 1, each substituent is as defined above.

The administration may be administered by a method known in the art. The administration can be administered directly to the subject by any means, for example, by routes such as intravenous, intramuscular, oral, transdermal, mucosal, intranasal, intratracheal or subcutaneous administration. have. The administration may be systemically or locally. The administration may be topically administered to a site where skin aging is present. The administration may be, for example, by application. The application means any method of contacting the composition to the skin of an individual in an appropriate way, through which the composition can be absorbed into the skin.

The subject may be a mammal, such as a human, cow, horse, pig, dog, sheep, goat, or cat. The subject may be a subject in need of ameliorating, delaying, or inhibiting skin hyperpigmentation. The subject may be an individual in need of inhibiting cell death, inhibiting protein expression of melanin-producing enzyme (Tyrosinase), or increasing antioxidant activity.

The administration is 0.01 mg to 10,000 mg, 0.1 mg to 1,000 mg, for example, 0.1 mg to 500 mg, 0.1 mg to 100 mg, 0.1 mg to 50 mg, 0.1 mg to 25 mg of the composition according to one embodiment per individual per day. , 1 mg to 1,000 mg, 1 mg to 500 mg, 1 mg to 100 mg, 1 mg to 50 mg, 1 mg to 25 mg, 5 mg to 1,000 mg, 5 mg to 500 mg, 5 mg to 100 mg, 5 mg to 50 mg, 5 mg to 25 mg, 10 mg to 1,000 mg, 10 mg to 500 mg, 10 mg to 100 mg, 10 mg to 50 mg, or 10 mg to 25 mg may be administered. Or the administration of the composition according to one embodiment 0.01 to 25 μM, 0.05 to 5 μM, 0.075 to 3.75 μM, 0.1 to 2.5 μM, 0.15 to 2 μM, 0.25 to 1.5 μM, 0.4 to 1.25 μM, 0.5 to 1.2 μM, or 0.75 It may be administered to act at a concentration of 1.15 μM to 1.15 μM.

Advantages and features of the present invention, and methods for achieving them, will become apparent with reference to the embodiments described below in detail. Hereinafter, the present invention will be described in detail by way of Examples. However, these examples are for describing the present invention in detail, and the scope of the present invention is not limited to these examples.

(Example)

Test Example 1: Whitening efficacy experiment using melanin-producing cells

Melanocytes isolated from normal human skin are dissolved in a compound represented by Formula 1-1 in DMSO at 1000X and put into a culture medium having a final concentration of 0.1 μM, 1 μM, 10 μM, and 50 μM for treatment. Cells are grown in a 37 ^o C, 5% CO ₂ incubator for up to 6 days while changing the culture medium containing the compound once every 2 days. After the experiment is over, the cells are dissolved in 1N NaOH and the absorbance is measured at 475 nm to compare the relative amount of melanin. In addition, the expression level of tyrosinase is confirmed by western blotting by separating the protein from the cells. And the cell viability is compared by quantifying the protein.

[Formula 1-1]

Results according to Test Example 1 are shown in FIGS. 1 to 4 .

1 shows the amount of melanin produced according to the concentration of the compound represented by Formula 1-1 and the presence or absence of ultraviolet rays. Through this, when the compound represented by Formula 1-1 is treated on melanin-producing cells, it can be confirmed that melanin production is statistically significantly inhibited in both the UV-free condition and the UV-ray condition.

2 shows an e-tube containing the same number of melanin-producing cells cultured in Test Example 1 (untreated with UV light). This represents a cell suspension containing the same number of melanin-producing cells according to the concentration of the compound represented by Formula 1-1. It can be confirmed that the color of the melanin-producing cells becomes brighter as the concentration of the compound represented by Formula 1-1 increases. Since the brighter the color of the melanin-producing cells, the lower the amount of melanin production, the more melanin production is inhibited when the compound represented by Formula 1-1 is treated on the melanin-producing cells.

3 shows the amount of melanin-producing cells according to the concentration of the compound represented by Formula 1-1 and the presence or absence of ultraviolet rays. 3 shows that in the case of the control group, it can be seen that the number of melanin-producing cells is reduced by about half when the melanin-producing cells are treated with ultraviolet light. Considering the similarities, it can be seen that the amount of melanin production per melanin-producing cells increased by about two times during UV treatment.

On the other hand, when the melanin-producing cells treated with the compound represented by Formula 1-1 are treated with ultraviolet light, the number of melanin-producing cells is almost constant, and there is a difference only in the presence or absence of ultraviolet rays in FIG. 1 and melanin production amount when all other conditions are the same Considering this almost similar thing, it can be seen that the amount of melanin produced per melanin producing cell during UV treatment is the same.

Through this, it can be confirmed that the compound represented by Formula 1-1 inhibits an increase in the amount of melanin production per melanin producing cell during UV treatment.

4 shows the expression level of tyrosinase, a melanin-synthesizing enzyme, according to the concentration of the compound represented by Formula 1-1 and the presence or absence of ultraviolet light. As a control, the expression level of GAPDH was confirmed. 4, it can be seen that when the compound represented by Formula 1-1 is treated, the expression of tyrosinase is reduced regardless of the presence or absence of ultraviolet light.

1 to 4, the compound represented by Formula 1-1 suppresses the expression of tyrosinase, a melanin-producing enzyme, and inhibits melanin production regardless of the presence or absence of ultraviolet rays, thereby having a whitening effect. can be found

Test Example 2: Whitening efficacy experiment using artificial skin

Experiments are performed using MEL-300-B (MatTek, USA). The compound represented by Formula 1-1 is dissolved in DMSO at 1000X and put into a culture medium to have final concentrations of 0.1 μM, 1 μM, and 50 μM. Artificial skin is grown in a 37 ^o C, 5% CO ₂ incubator for a total of 2 weeks while changing the culture medium containing the test substance once every 2 days. Finally, a picture of the artificial skin is taken, and the L value is obtained. The relative delta L value (relative ΔL value) is obtained in the following way. The larger the relative delta L value, the brighter the skin color.

Relative ΔL value = (control 0 day, L value - control 14 day, L value) - (7DHC 0 day, L value - 7DHC 14 day, L value)

The results according to Test Example 2 are shown in FIG. 5 .

5 shows the relative delta L values according to the presence and concentration of the compound represented by Formula 1-1. Kojic acid 1% (Kojic acid 1%) is used as a positive control. Referring to FIG. 5 , it can be seen that when treated with the compound represented by Chemical Formula 1-1, the skin color becomes brighter than that of the control group (NT).

Although preferred embodiments of the present invention have been described in detail above, the scope of the present invention is not limited thereto, and various modifications and improvements by those skilled in the art using the basic concept of the present invention defined in the following claims are also present. It belongs to the scope of the right of the invention.

Claims (9)

A composition for whitening comprising a compound represented by the following formula (1) as an active ingredient:
[Formula 1]

In Formula 1,
R ₁ to R ₄ are each independently a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group,
X is a hydrogen atom, a hydroxy group or a carboxyl group,
At least one of R ₁ to R ₃ is a methyl group.
In claim 1,
Wherein R ₁ To R ₃ are each independently a methyl group,
Wherein R ₄ is an isopentyl group,
wherein X is a hydroxy group.
In claim 1,
The compound represented by Formula 1 is a composition for whitening that is included in a concentration of 0.1 μM to 1 mM with respect to the total amount of the composition for whitening.
In claim 1,
The compound represented by Formula 1 is a composition for whitening that is included in a concentration of 1 μM to 50 μM with respect to the total amount of the composition for whitening.
In claim 1,
The composition for whitening is a composition for whitening that is a cosmetic composition or a composition for food.
A method for whitening the skin of an individual, comprising administering to the individual a cosmetic composition comprising a compound represented by the following formula (1) as an active ingredient.
[Formula 1]

In Formula 1,
R ₁ to R ₄ are each independently a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group,
X is a hydrogen atom, a hydroxy group or a carboxyl group,
At least one of R ₁ to R ₃ is a methyl group.
In claim 6,
Wherein R ₁ To R ₃ are each independently a methyl group,
Wherein R ₄ is an isopentyl group,
Wherein X is a hydroxy group, skin whitening method of an individual.
In claim 6,
The compound represented by Formula 1 is included in a concentration of 0.1 μM to 1 mM with respect to the total amount of the composition for whitening, skin whitening method of an individual.
In claim 6,
The compound represented by Formula 1 is included in a concentration of 1 μM to 50 μM with respect to the total amount of the whitening composition, a method for skin whitening of an individual.

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