KR102258839B1 - Cosmetic or pharmaceutical composition for skin elasticity, anti-wrinkle, or skin moisturizing comprising sweroside or a pharmaceutically acceptable salt thereof - Google Patents

Abstract

The present invention provides a composition for skin elasticity, wrinkle improvement, skin moisturizing, particularly a cosmetic composition, a pharmaceutical composition, and a health food comprising a compound represented by the following Formula 1 or a pharmaceutically acceptable salt thereof 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 elasticity, wrinkle improvement, or skin moisturizing effect.
[Formula 1]

Description

Cosmetic or pharmaceutical composition for skin elasticity, anti-wrinkle, or skin moisturizing comprising sweroside or a pharmaceutically acceptable salt thereof}

The present invention relates to cosmetic compositions, pharmaceutical compositions, and health foods having excellent effects such as elasticity, wrinkle improvement, or moisturizing, and particularly, having excellent effects related to skin. The present invention also relates to a cosmetic composition, a pharmaceutical composition and a health food that can exert the above effect even in a small amount.

Collagen is a major matrix protein produced by fibroblasts of the skin and is present in the extracellular interstitial. Its important functions include skin mechanical firmness, connective tissue resistance and tissue bonding, support for cell adhesion, cell division and differentiation. (At the time of growth of organisms or wound healing), the induction and the like are known. Such collagen is reduced by age and photoaging due to ultraviolet irradiation, and collagen reduction is promoted by the activity of collagenase enzymes that degrade collagen. It is known that this is closely related to the formation of wrinkles in the skin.

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

On the other hand, collagen and elastin fibers are matrix proteins that play an important role in water retention in the dermal layer, and these matrix proteins adsorb moisture and increase moisture retention within the structures that make up the skin so that the skin can maintain a state containing adequate moisture. It is known to be involved in maintaining the elasticity of the skin through this.

Currently, retinoids, adenosine, animal placenta-derived proteins, and chlorella extracts are known as wrinkle-improving cosmetics. Retinol, the most well-known substance, promotes collagen synthesis and inhibits elastase enzyme, but it is unstable. When applied to the skin, the amount of use is limited due to safety issues such as irritation and redness. It is known that it is difficult to expect a wrinkle improvement effect.

Therefore, there is an urgent need for the development of ingredients that are safe for the living body and have stable active ingredients and, above all, have superior skin elasticity, wrinkle improvement, and moisturizing effects, which are superior to the existing substances that have skin elasticity, wrinkle improvement, and moisturizing effects. .

Accordingly, the present invention solves the above problems, has few side effects, is safe for the human body, and provides a new active ingredient excellent in skin elasticity, wrinkle improvement, or moisturizing effect, that is, such a useful use of the active ingredient.

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 is a composition for enhancing skin elasticity, improving wrinkles, or moisturizing, preferably a cosmetic composition, comprising sweroside or a pharmaceutically acceptable salt thereof as an active ingredient, It provides a pharmaceutical composition or health food.

That is, the present invention provides a new use of a composition for enhancing skin elasticity, improving wrinkles, or moisturizing sueroside or a pharmaceutically acceptable salt thereof.

The inventors of the present invention confirmed that sweroside inhibits collagenase and elastase activity of the skin, moisturizes the skin, improves skin elasticity and wrinkles, and has completed the present invention.

In the present invention, "improving elasticity or skin elasticity" means reducing the degree of sagging or sagging of the skin. In addition, the elasticity means maintaining the elasticity of the skin in the presence of sufficient elastin and collagen.

In the present invention, the term "wrinkle improvement effect" refers to suppressing or inhibiting the formation of wrinkles on the skin, or alleviating wrinkles that have already been created.

In the present invention, the term “moisturizing or moisturizing the skin” refers to increasing the feeling of moisture on the skin and maintaining a moist state. The skin moisturizing effect can help improve skin wrinkles and increase elasticity.

The present invention provides a composition comprising a compound represented by Formula 1 or a pharmaceutically acceptable salt thereof 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 of C ₁₆ H ₂₂ O ₉ and a molecular weight of 358.34, and is named as sweroside.

The present invention is not particularly limited to the method of obtaining the sweroside, 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 sweroside is preferably 0.00001 to 10% by weight based on the total weight of the cosmetic composition, pharmaceutical composition and health food.

The "pharmaceutically acceptable salt" of the present invention preferably includes a base addition salt, and the base addition salt includes a salt consisting of sodium, potassium, calcium, ammonium, magnesium or organic amino, but is limited thereto. no.

The sweroside of the present invention may exist in a non-solvated form as well as a solvated form including a form such as a hydrate, an ethanolate, and the like. The sweroside of the present invention may exist in a crystalline or amorphous form, and all such physical forms are included in the scope of the present invention.

The cosmetic composition for skin elasticity, wrinkle improvement, and moisturizing according to the present invention is a solution, external ointment, cream, foam, nutrient lotion, softening lotion, pack, softening water, emulsion, makeup base, essence, soap, liquid cleaning agent, bathing agent, sun. A formulation selected from the group consisting of screen cream, sun oil, suspension, emulsion, paste, gel, lotion, powder, soap, surfactant-containing cleansing, oil, powder foundation, emulsion foundation, wax foundation, patch, and spray. It can be manufactured, but is not limited thereto.

In addition, the cosmetic composition of the present invention may additionally include one or more cosmetically acceptable carriers blended in general skin cosmetics, and as common ingredients, for example, oil, water, surfactants, moisturizers, lower alcohols, A thickener, a chelating agent, a colorant, a preservative, a fragrance, and the like may be appropriately mixed, but are 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, tracant, cellulose derivative, polyethylene glycol, silicone, bentonite, silica, talc, zinc oxide or Mixtures of these can 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 chloro Propellants such as fluorohydrocarbon, propane/butane or dimethyl ether.

When the formulation of the present invention is a solution or emulsion, a solvent, a solubilizing agent, or an emulsifying agent 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 aliphatic ester, polyethylene glycol or fatty acid ester of 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, an ethoxylated isostearyl alcohol, a suspending agent such as polyoxyethylene sorbitol ester and polyoxyethylene sorbitan ester, micro Crystalline cellulose, aluminum metahydroxide, bentonite, agar or tracant, and the like may be used.

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

The present invention also provides a method for improving skin elasticity, wrinkles, and moisturizing, comprising the step of applying the compound represented by Formula 1 to the skin of an individual. The subject includes, without limitation, mammals including mice, 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 or moisturizing, containing the compound of Formula 1 as an active ingredient.

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

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

When the compound of Formula 1 is used for external skin, additionally fatty substances, organic solvents, solubilizers, thickening and gelling agents, emollients, antioxidants, suspending agents, stabilizers, foaming agents, fragrances, surfactants , Water, ionic or nonionic emulsifiers, fillers, sequestering and chelating agents, preservatives, vitamins, blockers, wetting agents, essential oils, dyes, pigments, hydrophilic or lipophilic activators, lipid vesicles or external preparations for skin It may contain adjuvants commonly used in the field of dermatology, such as any other ingredients used as. 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 in a formulation for external application for skin, it is not limited thereto, but may have a formulation such as an ointment, patch, gel, cream, or spray.

The pharmaceutical composition of the present invention may be particularly preferably used as a parenteral preparation. For example, the external preparation for skin may include a suitable pharmaceutically acceptable base such as petrolatum and stearyl alcohol; Suitable pharmaceutically acceptable surfactants such as polysorbate and sorbitan sesquioleate; Suitable pharmaceutically acceptable moisturizers such as glycerin; Suitable pharmaceutically acceptable solvents; And 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 contain known skin elasticity, wrinkle improvement, or moisturizing ingredients. When the additional skin elasticity, wrinkle improvement, or moisturizing component is included, the skin elasticity, wrinkle improvement, or moisturizing effect of the composition of the present invention may be further enhanced. When the above ingredients are added, skin safety, ease of formulation, and stability of active ingredients can be considered in combination with use. In one embodiment of the present invention, the composition is a skin elasticity or wrinkle-improving component known in the art, including retinoic acid, TGF, protein derived from animal placenta, betulinic acid and chlorella extract; And it may further include 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% to 10% by weight 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 .

The pharmaceutical composition of the present invention may provide a desirable skin elasticity, wrinkle improvement, or moisturizing effect when it contains an effective amount of the compound of Formula 1 above. In the present invention, the term "effective amount" refers to an amount of a compound capable of enhancing skin elasticity and improving wrinkles or exhibiting 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 product, it may contain the compound of Formula 1 at a higher concentration than when it is commercialized as a cosmetic product that is routinely applied to the skin. Therefore, the daily dosage is 0.1 to 100 mg/kg, preferably 30 to 80 mg/kg, 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, a health food containing the compound of Formula 1 is provided for skin elasticity, wrinkle improvement, and moisturizing effect.

In the present specification, the term'health food' refers to a food prepared by adding the compound of Formula 1 to food materials such as beverages, teas, spices, gums, confectionery, or encapsulating, powdering, and suspending. It means that it brings a specific effect, but unlike general drugs, it has the advantage of not having side effects that may occur when taking drugs for a long time by 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, high skin elasticity enhancing effect, anti-wrinkle 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 may be used with other foods or food ingredients, and may be appropriately used according to a conventional method. The mixing amount of the active ingredient may be appropriately determined according to the purpose of use (prevention, health or therapeutic treatment). In general, when preparing 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 the purpose of health and hygiene or for the purpose of health control, the amount may be less than the above range, and there is no problem in terms of safety, so 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, gum, dairy products including ice cream, various soups, beverages, tea, drinks, There are alcoholic beverages and vitamin complexes, and all health foods in the usual sense are included. The health beverage composition of the present invention may contain various flavoring agents or natural carbohydrates as an additional component, like a conventional beverage. The natural carbohydrates described above are monosaccharides such as glucose and fructose, disaccharides such as maltose and sucrose, and polysaccharides such as dextrin and cyclodextrin, and sugar alcohols such as xylitol, sorbitol, and erythritol. As the sweetener, natural sweeteners such as taumatin and stevia extract, and synthetic sweeteners such as saccharin and aspartame 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, alcohols. , Carbonated beverages, and the like. In addition, the health food of the present invention may contain pulp for the manufacture of natural fruit juice, fruit juice beverage, and vegetable beverage. These ingredients may be used independently or in combination. Although the proportion of these additives is not very important, it is generally selected from 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% to 10% by weight based on the total weight of the composition.

The composition containing the sweroside of the present invention or a pharmaceutically acceptable salt thereof exhibits an effect of improving skin elasticity or wrinkles.

The composition containing the sweroside or a pharmaceutically acceptable salt thereof of the present invention exhibits a skin moisturizing effect.

The composition containing the sweroside or a pharmaceutically acceptable salt thereof of the present invention can be used as a safe and excellent cosmetic raw material and pharmaceutical ingredient.

Hereinafter, in order to describe the present invention in more detail, it will be described with reference to the following examples. 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. Embodiments of the present invention are provided by way of example to aid in a specific understanding of the present invention.

Reference example One: Swaroside ( Sweroside ) Substance information

[Formula 1]

Name of substance: Sweroside

CAS No. : 14215-86-2

Molecular Formula: C ₁₆ H ₂₂ O ₉

Molecular Weight: 358.34

Where to buy: Nature Standard (China)

Example One: Collagenase Inhibitory effect

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

Collagenase was used as a collagenase derived from rat interest, and a synthetic substrate, N-(3-[2-Furyl]acryloyl)-Leu-Gly-Pro-Ala, was used as a substrate for collagenase. As a buffer solution, a solution in which 50mM Tricine, 10mM CaCl ₂ ·H ₂ O, and 400mM NaCl (pH 7.5) was dissolved was used. The synthetic substrate was dissolved in a concentration of 10 mM in a buffer solution and then diluted to a final concentration of 75 μM. Collagenase was dissolved at a concentration of 1 unit/ml in 4 degrees of cold, tertiary distilled water, and finally diluted to 0.05 unit/ml using a buffer solution. Collagenase inhibition candidates were tested at final concentrations of 25 and 50 ppm. At this time, the positive control group was set to have a final concentration of 50 ppm of epigallocatechin gallate (EGCG), which has a known collagenase inhibitory effect. The reaction was carried out in a 96-well plate, and the reaction was performed 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 determined as the activity of the enzyme. The collagenase inhibition rate was calculated as follows.

Inhibitory effect of the compound of formula 1 on collagenase activity (repeat number = 3)

sample Enzyme activity Inhibition rate (%) Compound of Formula 1 (50ppm) -0.3 57.14 Compound of Formula 1 (25ppm) -0.5 28.57 Positive control (EGCG, 50ppm) -0.6 14.28 Control (DMSO, 50ppm) -0.7 -

As can be seen from the results of Table 1, it can be seen that the compound of Formula 1 has a better inhibitory effect on 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 the activity of Elastase, an enzyme that degrades elastin, was confirmed as follows.

For Elastase, Elastase derived from human leukocyte cells was used, and MeOSuc-Ala-Ala-Pro-Val-pNA, a synthetic substrate, was used as a substrate for Elastase. As the buffer solution, a 100 mM Tris (pH 7.5) solution was used. Elastase was finally used as 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 contain quercetin, known as an elastase inhibitor, at a concentration of 10 ppm. Elastase inhibition candidates were added so that the final concentrations were 10 and 20 ppm. The reaction was carried out in a 96-well plate and allowed to react 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 against time was determined, and the activity of the enzyme was determined. Elastase inhibition rate was calculated as follows.

Inhibitory effect of the compound of formula 1 on elastase activity (repeat number = 3)

sample Enzyme activity Inhibition rate (%) Compound of Formula 1 (20ppm) 1.7 83.65 Compound of Formula 1 (10ppm) 2.9 72.12 Positive control (Quercetin, 10ppm) 3.5 66.35 Control (DMSO, 20ppm) 10.4 -

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

Claims (6)

A cosmetic composition for improving skin elasticity or wrinkles comprising a compound represented by the following Formula 1 or a pharmaceutically acceptable salt thereof as an active ingredient.
[Formula 1]

delete delete The cosmetic composition according to claim 1, wherein the compound represented by Formula 1 or a pharmaceutically acceptable salt thereof is contained in an amount of 0.00001 to 10% by weight based on the total weight of the cosmetic composition. A health food composition for improving skin elasticity or wrinkles comprising a compound represented by the following Formula 1 or a pharmaceutically acceptable salt thereof as an active ingredient.
[Formula 1]

A pharmaceutical composition for improving skin wrinkles comprising a compound represented by the following Formula 1 or a pharmaceutically acceptable salt thereof as an active ingredient.
[Formula 1]