WO2023128630A1 - Cosmetic composition for skin improvement comprising extract of elaeocarpus sylvestris var. ellipticus (thunb.) hara - Google Patents

Abstract

The present invention relates to a cosmetic composition for skin improvement comprising an extract of Elaeocarpus sylvestris var. ellipticus (thunb.) hara. The alcohol extract of Elaeocarpus sylvestris var. ellipticus (thunb.) hara according to the present invention and chemical formulae 1 and 2 according to the present invention can be used as a cosmetic composition for improving skin, a food composition, and a quasi-drug composition, as well as a composition for preventing or treating skin diseases in that it has been confirmed that the extract and the chemical formulae do not exhibit toxicity to the skin, while having an anti-inflammatory effect, a skin moisturizing effect, a wrinkle alleviation effect, a skin whitening effect, an anti-allergic effect, and a skin damage protection or irritation relief effect, thereby exhibiting a skin improvement effect through various mechanisms.

Description

COSMETIC COMPOSITION FOR SKIN IMPROVEMENT COMPRISING DAMPALSU EXTRACT

The present invention relates to a cosmetic composition for skin improvement containing an extract of dampalsu.

This application claims priority based on Korean Patent Application No. 10-2021-0190069 filed on December 28, 2021, and all contents disclosed in the specification and drawings of the application are incorporated into this application.

This application claims priority based on Korean Patent Application No. 10-2022-0187384 filed on December 28, 2022, and all contents disclosed in the specification and drawings of the application are incorporated into this application.

The skin is the largest organ in the body, always in contact with the outside, and plays a role as a protective film to protect the living body from various stimuli or dry environments. In addition, it plays a very important role in protecting against physical abrasions, preventing loss of water in the body, protecting from harmful ultraviolet rays from the sun, and regulating body temperature.

When skin aging occurs, skin elasticity decreases and skin wrinkles increase. The decrease in skin elasticity and the formation of skin wrinkles are caused by a decrease in collagen synthesis and promotion of the expression of matrix metalloproteinase (MMP), an enzyme that decomposes collagen. It is known.

In addition, the production of inflammation-inducing factors increases in skin cells due to the progress of aging or ultraviolet rays, and the biosynthesis of MMP increases due to the inflammatory reaction, resulting in collagen degradation, reducing skin elasticity and forming skin wrinkles. Therefore, in order to reduce skin wrinkles and maintain elasticity, it is necessary to protect the skin by inhibiting the inflammatory response and promoting skin regeneration from wounds.

Human skin color is genetically determined by the concentration and distribution of melanin in the skin, but is also influenced by environmental or physiological conditions such as solar ultraviolet rays, fatigue, and stress. Melanin is produced through a non-enzymatic oxidation reaction after converting tyrosine, a kind of amino acid, into DOPA and dopaquinone by the action of an enzyme called tyrosinase.

Cosmetics are items used on the human body to clean and beautify the human body, add attractiveness, brighten the appearance, or maintain or promote the health of the skin and hair. Demand for functional cosmetics (cosmeceutical) is increasing, and the development of ingredients that are safe to the body, stable active ingredients, and, above all, exhibit excellent effects on skin regeneration, wrinkles, skin elasticity and whitening is required.

On the other hand, Dampalsu ( Elaeocarpus sylvestris var. ellipticus ) is an evergreen tree belonging to the Dampalsuaceae family that lives in Jeju Island and lives in the subtropical region including Jeju Island in Korea, southern China and southern Japan. It is lanceolate, thick, with shallow sawtooth on the edge, flowers bloom in July, white, arranged in racemes, fruits are drupes, ellipsoids, 2-2.5cm long, ripen in black purple in September.

The present inventors attempted to develop a cosmetic composition for relieving skin irritation, improving skin whitening, or preventing or improving skin wrinkles by analyzing various physiological activities using extracts of freshwater palm trees and compounds derived therefrom.

The present inventors have confirmed that the treatment with the extract of dampalsu exhibits anti-inflammatory effect, skin moisturizing effect, wrinkle improvement, skin whitening, anti-allergic effect, and skin damage protection or irritation relief effect, and based on this, the present invention was completed.

Accordingly, an object of the present invention is to provide a cosmetic composition for improving skin, a food composition, a quasi-drug composition, and a pharmaceutical composition for preventing or treating skin diseases, which contain an extract of fresh water.

Another object of the present invention is a cosmetic for skin improvement comprising at least one selected from the group consisting of compounds represented by Formulas 1 and 2 below, and cosmetically, food-wisely, and pharmaceutically acceptable salts thereof. It is to provide a composition, a food composition, a quasi-drug composition, and a pharmaceutical composition for preventing or treating skin diseases.

[Formula 1]

[Formula 2]

However, the technical problem to be achieved by the present invention is not limited to the above-mentioned problems, and other problems not mentioned can be clearly understood by those skilled in the art from the description below. There will be.

In order to achieve the above object, the present invention provides a cosmetic composition for skin improvement, a food composition, a quasi-drug composition, and a pharmaceutical composition for preventing or treating skin diseases, including an extract of fresh water.

In addition, the present invention is a cosmetic composition for skin improvement comprising at least one selected from the group consisting of the compounds represented by Formulas 1 and 2, and cosmetically, food-wisely, or pharmaceutically acceptable salts thereof. , It provides a food composition, a quasi-drug composition, and a pharmaceutical composition for preventing or treating skin diseases.

In one embodiment of the present invention, the freshwater extract is purified water, methanol, ethanol, propanol, butanol, ether, benzene, chloroform, It may be extracted with one or more solvents selected from the group consisting of ethylacetate, methylene chloride, hexane, cyclohexane, and mixed solvents thereof, but is not limited thereto. .

In one embodiment of the present invention, the freshwater extract may be extracted using any one part selected from the group consisting of freshwater leaves, stems, branches, and roots, but is not limited thereto.

In one embodiment of the present invention, the skin improvement effect may be any one or more selected from the group consisting of anti-inflammatory effect, skin moisturizing effect, wrinkle improvement, skin whitening, anti-allergic effect, and skin damage protection or irritation relief effect. , but is not limited thereto.

In one embodiment of the present invention, the composition can inhibit melanin production, but is not limited thereto.

In one embodiment of the present invention, the composition is softening lotion, astringent lotion, nutrient lotion, nutrient cream, massage cream, essence, eye cream, eye essence, cleansing cream, cleansing foam, cleansing water, pack, powder, body lotion , Body cream, body oil, body essence, makeup base, foundation, hair dye, shampoo, rinse, and may be one or more selected from the group consisting of body cleanser, but is not limited thereto.

In one embodiment of the present invention, the food composition may be a health functional food composition, but is not limited thereto.

In one embodiment of the present invention, the skin disease may be any one or more selected from the group consisting of inflammatory skin disease, allergic skin disease and skin pigmentation disease, but is not limited thereto.

The present invention provides a cosmetic composition for skin improvement containing an extract of dampalsu.

In one embodiment of the present invention, the freshwater extract is purified water, methanol, ethanol, propanol, butanol, ether, benzene, chloroform, It may be extracted with one or more solvents selected from the group consisting of ethylacetate, methylene chloride, hexane, cyclohexane, and mixed solvents thereof, but is not limited thereto. .

In one embodiment of the present invention, the freshwater extract may be extracted using any one part selected from the group consisting of freshwater leaves, stems, branches, and roots, but is not limited thereto.

In one embodiment of the present invention, the skin improvement effect is selected from the group consisting of anti-inflammatory effect, skin moisturizing effect, wrinkle improvement, skin whitening, anti-allergic effect, melanin production inhibitory effect, and skin damage defense or irritation relief effect It may be any one or more, but is not limited thereto.

The present invention provides a cosmetic composition for skin improvement comprising at least one selected from the group consisting of compounds represented by Formulas 1 and 2, and cosmetically acceptable salts thereof.

In one embodiment of the present invention, the skin improvement effect is selected from the group consisting of anti-inflammatory effect, skin moisturizing effect, wrinkle improvement, skin whitening, anti-allergic effect, melanin production inhibitory effect, and skin damage defense or irritation relief effect It may be any one or more, but is not limited thereto.

The present invention provides a pharmaceutical composition for preventing or treating skin diseases, comprising an extract of dampalsu.

In one embodiment of the present invention, the freshwater extract is purified water, methanol, ethanol, propanol, butanol, ether, benzene, chloroform, It may be extracted with one or more solvents selected from the group consisting of ethylacetate, methylene chloride, hexane, cyclohexane, and mixed solvents thereof, but is not limited thereto. .

In one embodiment of the present invention, the freshwater extract may be extracted using any one part selected from the group consisting of freshwater leaves, stems, branches, and roots, but is not limited thereto.

In one embodiment of the present invention, the skin disease may be any one or more selected from the group consisting of inflammatory skin disease, allergic skin disease and skin pigmentation disease, but is not limited thereto.

In one embodiment of the present invention, the skin disease is atopic dermatitis, contact dermatitis, acne, seborrheic dermatitis, heat rash, urticaria, psoriasis, scleroderma, eczema, vitiligo, lupus, acne, and systemic lupus erythematosus, allergic Dermatitis, asthma, chronic idiopathic urticaria, allergic contact dermatitis, melasma, freckles, lentigines, age spots, moles, milk coffee spots, nevus of Ota, nevus blue, hyperpigmentation spots, hyperpigmentation after drug use, brown spots of pregnancy ( gravidic chloasma), and post-inflammatory pigmentation due to wounds or dermatitis, but is not limited thereto.

The present invention provides a pharmaceutical composition for preventing or treating skin diseases comprising at least one selected from the group consisting of compounds represented by Formulas 1 and 2, and pharmaceutically acceptable salts thereof.

In one embodiment of the present invention, the skin disease may be any one or more selected from the group consisting of inflammatory skin disease, allergic skin disease and skin pigmentation disease, but is not limited thereto.

In one embodiment of the present invention, the skin disease is atopic dermatitis, contact dermatitis, acne, seborrheic dermatitis, heat rash, urticaria, psoriasis, scleroderma, eczema, vitiligo, lupus, acne, and systemic lupus erythematosus, allergic Dermatitis, asthma, chronic idiopathic urticaria, allergic contact dermatitis, melasma, freckles, lentigines, age spots, moles, milk coffee spots, nevus of Ota, nevus blue, hyperpigmentation spots, hyperpigmentation after drug use, brown spots of pregnancy ( gravidic chloasma), and post-inflammatory pigmentation due to wounds or dermatitis, but is not limited thereto.

In addition, the present invention provides a skin improvement method comprising the step of treating the skin of a subject in need of the freshwater extract.

In one embodiment of the present invention, the skin improvement effect is selected from the group consisting of anti-inflammatory effect, skin moisturizing effect, wrinkle improvement, skin whitening, anti-allergic effect, melanin production inhibitory effect, and skin damage defense or irritation relief effect It may be any one or more, but is not limited thereto.

The present invention provides a skin improvement method comprising the step of treating the skin of a subject in need thereof with at least one selected from the group consisting of compounds represented by Formulas 1 and 2, and cosmetically acceptable salts thereof. to provide.

In one embodiment of the present invention, the skin improvement effect is selected from the group consisting of anti-inflammatory effect, skin moisturizing effect, wrinkle improvement, skin whitening, anti-allergic effect, melanin production inhibitory effect, and skin damage defense or irritation relief effect It may be any one or more, but is not limited thereto.

The present invention provides a skin disease treatment method comprising the step of treating the skin of a subject in need thereof with a freshwater extract.

The present invention is a skin disease treatment method comprising the step of treating the skin of a subject in need thereof with at least one selected from the group consisting of compounds represented by Formulas 1 and 2, and pharmaceutically acceptable salts thereof. provides

The present invention provides a use of a freshwater extract in the manufacture of a drug for skin improvement, prevention or treatment of skin diseases.

The present invention provides the use of the compounds represented by Chemical Formulas 1 and 2, or pharmaceutically acceptable salts thereof, in the preparation of drugs for improving skin, preventing or treating skin diseases.

The freshwater extract according to the present invention and/or the compounds of Formulas 1 and 2 according to the present invention are not toxic to the skin, but have anti-inflammatory effect, skin moisturizing effect, wrinkle improvement, skin whitening, anti-allergic effect, and skin damage protection or stimulation. It was confirmed that it has an alleviating effect and exhibits a skin improvement effect through various mechanisms. Accordingly, it can be used in a variety of ways, including a cosmetic composition for skin improvement, a food composition, and a quasi-drug composition, as well as a composition for preventing or treating skin diseases.

1a and 1b are graphs showing the results of HPLC analysis of compound 1 and compound 2 derived from an octal water alcohol extract.

2a to 2c are graphs showing the results of the cytotoxicity test of the extract of sagebrush extract and/or compound 1 and compound 2 on HaCaT cells, NIH3T3 cells, and RBL-2H3 cells.

3a and 3b are graphs showing the inhibitory effect of sagebrush extract on TNF-α mRNA expression under LPS or UV stimulation.

4a and 4b are graphs showing the inhibitory effect of sagebrush extract on IL-1α mRNA expression under LPS or UV stimulation.

5 is a graph showing the activity of increasing the expression of AQP3 and HAS3 in a concentration-dependent manner of an extract of sagebrush.

6a to 6d are western blot test results and graphs showing the effect of p-38, p-JNK, and p-IκBα expression suppression effect of sagebrush extract.

7a and 7c are graphs showing the inhibitory effects of extracts of freshwater ethanol on MMP-1 and MMP-12 expression, and FIG. 7b is a graph showing the inhibitory effects of extracts on freshwater ethanol, compound 1 and compound 2 on MMP-9 expression.

8 is a graph showing the effect of inhibiting melanin production according to the treatment of a quartet extract, Compound 1, and Compound 2.

9a and 9b are graphs showing the inhibitory effects of p-ERK, c-fos, and c-Jun of the extract of sagebrush.

Figure 10a is a graph showing the inhibitory effect of inflammatory cytokines (TNF-α and IL-1β) of the extract of daffodil alcohol.

FIG. 10B is a graph and results of Western blotting experiments showing the c-Jun and p-JNK inhibitory effects of the sagebrush extract.

FIG. 11 is a graph showing concentration-dependent β-Hexosaminidase inhibitory effects of sagebrush extract, compound 1, and compound 2.

12a and 12b are graphs and photographs showing the skin whitening effect according to the treatment with the daffodil extract in the artificial skin model.

13a and 13b are photographs and graphs showing the effect of improving wrinkles by treatment with a quartet extract when wrinkles are induced by UVB in an artificial skin model.

14a to 14c are graphs showing the results of representative images, transepidermal water loss, and skin erythema on the protective effect of sagebrush extract on human skin damage under external stimulation (chemical, product) conditions.

15a to 15d are graphs showing the results of representative images, visual evaluation, transepidermal water loss, and skin erythema on the mitigating effect of sagebrush extract on human skin damage under external stimulation (skin irritation induction, 1% SLS) conditions.

The present invention provides a cosmetic composition for skin improvement containing an extract of dampalsu.

In the present invention, “extract” refers to an extract obtained by the extraction treatment of fresh water, a diluted or concentrated liquid of the extract, a dried product obtained by drying the extract, a crude or purified product of the extract, or a mixture thereof. It includes extracts of all formulations that can be formed using the extract itself and the extract solution. In addition, a crude extract, a polar solvent-soluble extract, or a non-polar solvent-soluble extract may be included.

In the extract of the freshwater water of the present invention, the method for extracting the freshwater water is not particularly limited, and can be extracted according to a method commonly used in the art. For example, a method using an extraction device such as supercritical extraction, subcritical extraction, high-temperature extraction, high-pressure extraction, or ultrasonic extraction, or a method using an adsorption resin including XAD and HP-20 may be used. Non-limiting examples of the extraction method include a heating extraction method, a cold extraction method, a reflux cooling extraction method, a steam distillation method, an ultrasonic extraction method, an elution method, a compression method, and the like, which are performed alone or in combination of two or more methods. It can be. In addition, depending on the purpose, the extract may be additionally subjected to a conventional fractionation process and may be purified according to a conventional purification method.

For example, the extract included in the composition of the present invention may be prepared by pulverizing the primary extract extracted by the hot water extraction or solvent extraction method through an additional process such as distillation under reduced pressure and freeze drying or spray drying. In addition, purified fractions can be additionally obtained from the primary extract through various chromatography. Therefore, in the present invention, the extract may include all extracts, separated compounds, fractions and purified products obtained in each step of extraction, fractionation or purification, dilution, concentration, or drying thereof.

In the present invention, the type of extraction solvent used for extracting the fresh water is not particularly limited, and according to a conventional method known in the art for extracting an extract from a natural product, that is, under normal temperature and pressure conditions. It can be extracted using a phosphorus solvent. For example, in the present invention, the freshwater extract is purified water, methanol, ethanol, propanol, butanol, ether, benzene, chloroform, ethyl acetate ( ethylacetate), methylene chloride, hexane, cyclohexane, and a mixed solvent thereof.

Preferably, a lower alcohol such as methanol, ethanol, propanol, or butanol or an aqueous solution of a lower alcohol may be used as a solvent.

According to one embodiment of the present invention, extraction may be performed using ethanol or aqueous ethanol solution as a solvent, but is not limited thereto.

In the present invention, when fresh water is extracted using ethanol as a solvent, for example, 10% to 100% ethanol, 10% to 90% ethanol, 10% to 80% ethanol, 10% to 70% ethanol, 10% to 70% ethanol 60% ethanol, 10% to 50% ethanol, 20% to 90% ethanol, 20% to 80% ethanol, 20% to 70% ethanol, 20% to 60% ethanol, 20% to 50% ethanol, 30% to 90% % Ethanol, 30% to 80% Ethanol, 30% to 70% Ethanol, 30% to 60% Ethanol, 30% to 50% Ethanol, 40% to 90% Ethanol, 40% to 80% Ethanol, 40% to 70% Ethanol, 40% to 60% ethanol, 40% to 50% ethanol, 45% to 55% ethanol, or 50% ethanol may be used, but is not limited thereto.

An aqueous solution of methanol, ethanol, propanol, or butanol may be used within the above-mentioned range.

The prepared extract may then be filtered or concentrated or dried to remove the solvent, and both filtration, concentration and drying may be performed. For example, filtration may use filter paper or a vacuum filter, concentration may use a vacuum vacuum concentrator or vacuum rotary evaporator, and drying may be performed by vacuum drying, vacuum drying, boiling drying, spray drying, freeze drying, and the like. However, it is not limited thereto.

The number of extractions may be carried out one or more times, but as the extraction continues, the yield of the active ingredient significantly decreases, so it may not be economical to perform the extraction repeatedly five times or more. Accordingly, the number of extractions is preferably 1 to 5 times, and more preferably 2 to 5 repeated extractions, but is not limited thereto.

According to an embodiment of the present invention, the freshwater extract may be extracted using any one part selected from the group consisting of freshwater leaves, stems, branches, and roots, but is not limited thereto. The freshwater may be directly grown or commercially available without limitation.

The present invention provides a cosmetic composition for skin improvement comprising at least one selected from the group consisting of compounds represented by Formulas 1 and 2, and cosmetically acceptable salts thereof.

In the present invention, the compound represented by Formula 1 is [3,4,5,6-tetrakis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl] methyl 3,4,5-trihydroxybenzoate It may have an IUPAC name, a chemical formula of C ₄₁ H ₃₂ O ₂₆ , and a molecular weight of 940.7. It may also be named Compound 1 in the present invention.

In the present invention, the compound represented by Formula 2 is (1R, 7R, 8S, 26R, 28S, 29R, 38R) -1,13,14,15,18,19,20,34,35,39, 39-undecahydroxy-2,5,10,23,31-pentaoxo-6,9,24,27,30,40-hexaoxaoctacyclo[34.3.1.0 ⁴ , ³⁸ .0 ⁷ , ²⁶ .0 ⁸ , ²⁹ .0 ¹¹ , ¹⁶ .0 ¹⁷ , ²² .0 ³² , ³⁷ ]tetraconta-3,11,13,15,17,19,21,32,34,36-decaen-28-yl]3,4,5-trihydroxybenzoate IUPAC name It may have a chemical formula of C ₄₁ H ₂₈ O ₂₇ and a molecular weight of 952.6. It may also be named Compound 2 in the present invention.

In addition, the method for obtaining the compound may be chemically synthesized by a method known in the field to which the present invention pertains, or a commercially available material may be used, but is not limited thereto. A compound represented by Formula 1 or 2 may be included in the extract, but is not limited thereto. In addition, the extract may contain a high dose of the compound, but is not limited thereto.

In the present invention, the skin improvement effect may be any one or more selected from the group consisting of anti-inflammatory effect, skin moisturizing effect, wrinkle improvement, skin whitening, anti-allergic effect, and skin damage protection or irritation relief effect, but is limited thereto It is not.

In the present invention, the causative agent of skin irritation is any one selected from the group consisting of lipopolysaccharide (LPS), ultraviolet (UV), sodium laureth sulfate (SLS), pollen, ultraviolet rays, fine dust, yellow dust, house dust mites, and heavy metals. It may be one or more, but is not limited thereto.

In the present invention, the composition is softening lotion, astringent lotion, nutrient lotion, nutrient cream, massage cream, essence, eye cream, eye essence, cleansing cream, cleansing foam, cleansing water, pack, powder, body lotion, body cream, It may be characterized in that at least one selected from the group consisting of body oil, body essence, makeup base, foundation, hair dye, shampoo, rinse and body cleanser, but is not limited thereto.

In the present invention, "cosmetics" may be a concept including all things that make the appearance of the human body beautiful, but is not limited thereto, and may include the broadest meaning used in the art.

The cosmetic composition of the present invention can be used in cosmetics or as a cosmetic additive, and when the composition of the present invention is used as a cosmetic additive, it can be used to prepare a cosmetic composition for keeping hands or feet clean. Examples include soap (solid soap, liquid soap, foam soap, body soap, hand soap, etc.), cleansing foam, shampoo (hair shampoo, dry shampoo, etc.), but are not limited thereto.

The cosmetic composition of the present invention can be prepared in any formulation commonly prepared in the art, for example, longevity (skin lotion), skin, skin softener, skin toner, astringent, solution, suspension, emulsion, paste , powder, gel, cream, hand cream, hand sanitizer, lotion, milk lotion, moisture lotion, nourishing lotion, body lotion, body cleanser, powder, soap, surfactant-containing cleansing, oil, powder foundation, emulsion foundation, wax It may be formulated as a foundation, spray, and sheet, but is not limited thereto. More specifically, it may be formulated into a flexible lotion, nourishing lotion, nutrient cream, massage cream, moisture cream, essence, nutrient essence, eye cream, cleansing cream, cleansing foam, cleansing water, pack, spray or powder.

Compositions of such formulations may be prepared according to conventional methods in the art. The mixing amount of the additional ingredients such as the moisturizing agent can be easily selected by those skilled in the art within a range that does not impair the objects and effects of the present invention.

In the present invention, the composition may be prepared in the form of a general emulsion formulation and solubilization formulation. Emulsified cosmetics include nutrition lotion, cream, essence, etc., and solubilized cosmetics include softening lotion. More specifically, the composition of the present invention is a solution, gel, solid or kneaded anhydrous product, emulsion obtained by dispersing an oil phase in an aqueous phase, suspension, emulsion, microemulsion, microcapsule, mask pack, microgranule or ionic form (liposome) , non-ionic vesicular dispersant form, cream, toner, lotion, powder, ointment, spray, paste, pack, face wash, soap, surfactant-containing cleansing, oil, powder foundation, bath powder, emulsion foundation, wax, It can be provided in the form of a foundation or concealer stick. In addition, it can be prepared in the form of a foam (foam) or the form of an aerosol composition further containing a compressed propellant.

When the formulation of the composition is a paste, cream or gel, animal oil, vegetable oil, wax, paraffin, starch, tracanth, cellulose derivative, polyethylene glycol, silicone, bentonite, silica, talc, zinc oxide, etc. may be included as carrier components. there is.

When the formulation of the composition is a powder or spray, lactose, talc, silica, aluminum hydroxide, calcium silicate, polyamide powder, etc. may be included as carrier components, and in particular, in the case of a spray, additional chlorofluorohydrocarbon, propane /Propellants such as butane and dimethyl ether may be included.

When the formulation of the composition is a solution or emulsion, the carrier component may include a solvent, a solubilizing agent, an emulsifying agent, and the like, and specifically, water, ethanol, isopropanol, ethyl carbonate, ethyl acetate, benzyl alcohol, benzyl benzoate, Propylene glycol, 1,3-butyl glycol oil, glycerol aliphatic ester, polyethylene glycol, fatty acid ester of sorbitan, and the like may be included.

When the formulation of the composition is a suspension, a liquid diluent such as water, ethanol, or propylene glycol as a carrier component; suspending agents such as ethoxylated isostearyl alcohol, polyoxyethylene sorbitol ester, and polyoxyethylene sorbitan ester; Microcrystalline cellulose, aluminum metahydroxide, bentonite, agar, tracanth, and the like may be included.

When the formulation of the composition is surfactant-containing cleansing, as carrier components, aliphatic alcohol sulfate, aliphatic alcohol ether sulfate, sulfosuccinic acid monoester, isethionate, imidazolinium derivative, methyl taurate, sarcosinate, fatty acid amide ether Sulfate, alkylamidobetaine, fatty alcohol, fatty acid glyceride, fatty acid diethanolamide, vegetable oil, lanolin derivative, ethoxylated glycerol fatty acid ester, and the like may be included.

In addition, the blending components that may be added in addition to the above are not limited to the above examples, and any of the above ingredients can be blended within a range not impairing the objects and effects of the present invention, but preferably 0.01 to 10% by weight relative to the total weight. , more preferably 0.01-5% by weight percentage.

The cosmetic composition may further include functional additives and ingredients included in general cosmetic compositions in addition to the ingredients disclosed herein, and commonly used purified water, thickeners, preservatives, stabilizers, solubilizers, surfactants, carriers, and fragrances. or a combination thereof.

Alcohols, oils, surfactants, fatty acids, silicone oils, wetting agents, humectants, viscosity modifiers, emulsions, stabilizers, UV scattering agents, UV absorbers, coloring agents, perfumes, and the like may be exemplified as the carrier. Compounds/compositions that can be used as the alcohol, oil, surfactant, fatty acid, silicone oil, wetting agent, humectant, viscosity modifier, emulsion, stabilizer, UV scattering agent, UV absorber, coloring agent, fragrance, etc. are already known in the art. Since there is, those skilled in the art can select and use an appropriate corresponding material / composition. In addition, the cosmetic composition, if necessary, sunscreen, antioxidants (butylhydroxyanisole, gallic acid propyl, ellisorbic acid, tocopheryl acetate, butylated hydroxytoluene, etc.), preservatives (methylparaben, butylparaben , propylparaben, phenoxyethanol, imidazolidinylurea, chlorphenesin, etc.), colorant, pH adjusting agent (triethanolamine, citric acid, citric acid, sodium citrate, malic acid, sodium malate, fumaric acid, sodium fumarate, succinic acid , sodium succinate, sodium hydroxide, sodium hydrogen phosphate, etc.), humectants (glycerin, sorbitol, propylene glycol, butylene glycol, hexylene glycol, diglycerin, betaine, glycereth-26, methylglue Seth-20, etc.) and lubricants may be further added.

In the present invention, the composition may further include one or more known ingredients having a skin condition improving effect, and furthermore, may further include one or more materials commonly used in cosmetic compositions. Specifically, fatty substances, organic solvents, solubilizers, thickeners and gelling agents, softeners, antioxidants, suspending agents, stabilizers, foaming agents, fragrances, surfactants, water, ionic or nonionic emulsifiers, fillers, In the field of cosmetology or dermatology, such as sequestering and chelating agents, preservatives, vitamins, blocking agents, humectants, essential oils, dyes, pigments, hydrophilic or lipophilic actives, lipid vesicles or any other ingredient commonly used in cosmetics It may further contain adjuvants commonly used in In addition, the above components may be introduced in an amount generally used in the field of skin science.

In the present invention, the composition may further include a composition selected from the group consisting of water-soluble vitamins, oil-soluble vitamins, high-molecular peptides, high-molecular polysaccharides, and sphingolipids.

In the cosmetic composition of the present invention, in addition to the above essential components, other ingredients normally formulated in cosmetics may be blended as necessary. For example, oil and fat components, moisturizing agents, emollient agents, surfactants, organic and inorganic pigments, Powders, ultraviolet absorbers, preservatives, bactericides, antioxidants, plant extracts, pH adjusters, alcohols, pigments, fragrances, blood circulation promoters, cooling agents, antiperspirants, purified water, and the like may be included.

In the present invention, "skin improvement" is the degree of skin irritation, skin moisturizing, skin wrinkles, skin brightness, transparency, skin allergic reaction, and skin damage protection or irritation relief when evaluating skin sensory properties in relation to the meaning of the improvement. It relates to improvement of the overall skin condition, such as reduction of skin inflammation (symptoms, levels, etc.), improvement of skin moisturization (increase of skin moisture, etc.), improvement of skin wrinkles (reduction or lightening of the number of skin wrinkles) Skin whitening (increased skin brightness, reduced blemishes, etc.), anti-allergy (reduced skin trouble caused by allergy, not worsened, etc.), defense against skin damage or alleviation of irritation (external skin irritation skin damage is minimized or the degree of skin damage caused by external skin stimulation is alleviated), skin protective barrier improvement, cell damage inhibition, or any action that makes the skin surface more elastic. In addition, for example, those due to suppression of skin damage caused by skin stimulation or improvement of skin surface film, wrinkle improvement or suppression of skin aging are all included.

In the present invention, "skin damage defense or irritation relief" refers to improving skin damage occurring in all layers including the dermis of the skin by external factors, and in particular, improving damage represented by the epidermis of the skin.

The present invention provides a food composition for skin improvement comprising a fresh water extract.

The present invention provides a food composition for skin improvement comprising at least one selected from the group consisting of compounds represented by Formulas 1 and 2, and food chemically acceptable salts thereof.

In the present invention, "food" means a natural product or processed product containing one or more nutrients, preferably means a state that can be eaten directly through a certain degree of processing process, and usually means As, it means to include all health functional foods, beverages, food additives and beverage additives.

In one embodiment of the present invention, the food composition may be a health functional food composition, but is not limited thereto.

In the present invention, the "functional food" is the same term as food for special health use (FoSHU), medicine processed to efficiently display bioregulatory functions in addition to nutritional supply, It means a food with high medical effect, and can be manufactured into tablets, capsules, pills, granules, powders, liquids, flakes, pastes, syrups, gels, jellies, bars, or film formulations. Here, “functionality” means obtaining useful effects for health purposes, such as adjusting nutrients for the structure and function of the human body or physiological functions.

There is no particular limitation on the type of food. Examples of foods to which the above substances can be added include meat, sausages, bread, chocolates, candies, snacks, confectionery, pizza, ramen, other noodles, gums, dairy products including ice creams, various soups, beverages, tea, drinks, There are alcoholic beverages and vitamin complexes, and in particular, the food group or food composition with added value to act and express the function of the food in the usual sense for a specific purpose has a body control function related to the regulation of biological defense rhythm, disease prevention and recovery, etc. This includes all foods designed to sufficiently express

In the present invention, "food additives" relate to substances used in food additives, mixing, infiltration, and other methods in manufacturing, processing, or preserving food, and when taken for a long period of time, such as health functional foods, the human body should be harmless to

When the composition of the present invention is used as a food additive, the food additive may be added to the composition of the present invention as it is or used together with other foods or food ingredients, and may be appropriately used according to a conventional method.

The mixing amount of the components may be appropriately determined depending on the purpose of use (prevention, health or therapeutic treatment). In general, when preparing food or beverage, the composition of the present invention may be added in an amount of 15% by weight or less, or 10% 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 health control, the amount may be less than the above range, and since there is no problem in terms of safety, the component may be used in an amount greater than the above range.

In the present invention, the composition may include various food supplements acceptable in food science, and may further include appropriate carriers, excipients, and diluents commonly used in food production.

In addition, the composition of the present invention, in addition to the above, various nutrients, vitamins, electrolytes, flavors, colorants, pectic acid and its salts, alginic acid and its salts, organic acids, protective colloidal thickeners, pH adjusters, stabilizers, preservatives, glycerin, It may contain alcohol, a carbonating agent used in carbonated beverages, and the like. In addition, the composition of the present invention may contain fruit flesh for preparing natural fruit juice, fruit juice beverages and vegetable beverages. These components may be used independently or in combination. The ratio of these additives is not very important, but is generally selected from the range of 0.01-0.20 parts by weight per 100 parts by weight of the composition of the present invention, but is not limited thereto, and is not limited thereto, and is optimal in any capacity depending on the type and function of the product used. can be

In addition, the composition according to the present invention may be added to health drinks, and may contain various flavoring agents or natural carbohydrates as additional ingredients like conventional drinks. The aforementioned natural carbohydrates are monosaccharides such as glucose and fructose, disaccharides such as maltose and sucrose, polysaccharides such as dextrins and cyclodextrins, and sugar alcohols such as xylitol, sorbitol and erythritol. As the sweetener, natural sweeteners such as thaumatin and stevia extract, or synthetic sweeteners such as saccharin and aspartame may be used. The ratio of the natural carbohydrate may be generally about 0.01-0.20g, or about 0.04-0.10g per 100 mL of the composition of the present invention, but is not limited thereto, and may be a general amount added in the art, or the present invention It may include the maximum range in order to improve the efficacy of the composition of, and may include an optimal, arbitrary dose considering the synergistic effect with other substances added together.

When the freshwater extract or the compound of the present invention is used as a food additive, it 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 mixing amount of the components may be appropriately determined depending on the purpose of use (prevention, health or therapeutic treatment). In general, when preparing food or beverage, the freshwater extract or the compound of the present invention may be added in an amount of 15% by weight or less, or 10% 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 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 greater than the above range.

In addition, the health functional food may have an advantage of having a more excellent effect by ingesting it in the form of inner beauty food. In the present invention, "inner beauty" refers to food referred to as 'eating cosmetics or beauty food', and refers to food that changes the skin constitution to be healthy by absorbing various ingredients good for the skin into the body, and skin type Just as you choose cosmetics that suit your skin condition, you can select and consume inner beauty food that suits your individual skin condition and lifestyle. For example, when cosmetics containing the cosmetic composition and inner beauty food containing the freshwater extract or the compound are mixed, the effect is significantly higher than that of using only cosmetics or drugs, thereby more effectively relieving skin irritation and improving skin whitening. Alternatively, it may have the advantage of seeing an effect of improving skin wrinkles.

The present invention provides a quasi-drug composition for skin improvement containing an extract of dampalsu.

The present invention provides a quasi-drug composition for skin improvement comprising at least one selected from the group consisting of compounds represented by Formulas 1 and 2, and pharmaceutically acceptable salts thereof.

In this specification, the term “quasi-drugs” refers to preparations used for sterilization, insecticide, and similar purposes for the prevention of infectious diseases described in Article 2, Subparagraph 7, Item C of the Pharmaceutical Affairs Act, and diagnoses, treats, improves, alleviates, and treats human or animal diseases. Alternatively, among items used for the purpose of prevention, it may refer to items with milder effects than pharmaceuticals. In addition, the quasi-drugs may include external skin preparations and personal hygiene products.

The skin may include all skin parts of the body including the face, hands, arms, legs, feet, chest, stomach, back, buttocks, and scalp, but is not limited thereto.

The type or formulation of the quasi-drug composition of the present invention is not particularly limited, but may be a bandage, gauze, cotton wool, bandage, disinfectant cleanser, shower foam, gargreen, wet tissue, detergent soap, hand wash, humidifier filler, mask, filter filler, etc. there is.

When the composition of the present invention is included in a quasi-drug for skin condition improvement, the composition may be used as it is or used together with other quasi-drug ingredients, and may be appropriately used according to a conventional method. The mixing amount of the active ingredient may be appropriately determined depending on the purpose of use, and the quasi-drug composition according to the present invention may contain 0.01% to 20% by weight of microorganisms, lysates thereof, culture solutions, or mixtures thereof based on the total weight of the composition. there is.

The external skin preparation may be a cream, gel, ointment, skin emulsifier, skin suspension, transdermal delivery patch, lotion, or a combination thereof. The skin external preparation may be appropriately formulated according to the combination of ingredients used in conventional skin external preparations such as cosmetics and pharmaceuticals, and if necessary. The external skin preparations include metal sequestering agents such as disodium edetate, trisodium edetate, sodium citrate, sodium polyphosphate, sodium metaphosphate, and gluconic acid, caffeine, tannin, bellapamil, licorice extract, glabridin, and calin. Hot water extracts of fruits, various herbal medicines, tocopherol acetate, glycyrrhizic acid, tranexamic acid and its derivatives or salts, vitamin C, magnesium ascorbate phosphate, ascorbic acid glucoside, arbutin, kojic acid, glucose, fructose, Sugars, such as trehalose, etc. can also be mix|blended suitably.

The composition for external application for skin according to the present invention may include, but is not limited to, 0.00001% by weight to 80% by weight of microorganisms, their lysates, culture solutions, or mixtures thereof based on the total weight of the composition, and the addition of the above weight%, etc. The content and type of added materials may include all amounts, mixing ratios, and materials generally added in the art.

The present invention provides a pharmaceutical composition for preventing or treating skin diseases, comprising an extract of dampalsu.

The present invention provides a pharmaceutical composition for preventing or treating skin diseases comprising at least one selected from the group consisting of compounds represented by Formulas 1 and 2, and pharmaceutically acceptable salts thereof.

In one embodiment of the present invention, the skin disease may be any one or more selected from the group consisting of inflammatory skin disease, allergic skin disease and skin pigmentation disease, but is not limited thereto.

In one embodiment of the present invention, the inflammatory skin disease consists of atopic dermatitis, contact dermatitis, acne, seborrheic dermatitis, heat rash, urticaria, psoriasis, scleroderma, eczema, vitiligo, lupus, acne, and systemic lupus erythematosus. It may be any one or more selected from the group, but is not limited thereto.

In one embodiment of the present invention, the allergic skin disease is allergic dermatitis (allergic dermatitis), atopic dermatitis (atopic dermatitis), asthma (asthma), chronic idiopathic urticarial (chronic idiopathic urticarial), and allergic contact dermatitis It may be any one or more selected from the group consisting of (allergic contact dermatitis), but is not limited thereto.

In one embodiment of the present invention, the skin pigmentation disease is melasma, freckles, lentigo, age spots, moles, milk coffee spots, nevus of Ota, nevus blue, hyperpigmentation spots, hyperpigmentation after drug use, brown spots of pregnancy (gravidic chloasma), and may be one or more selected from the group consisting of pigmentation after inflammation due to wounds or dermatitis, but is not limited thereto.

The pharmaceutical composition according to the present invention may further include suitable carriers, excipients and diluents commonly used in the manufacture of pharmaceutical compositions.

The pharmaceutical compositions according to the present invention are powders, granules, sustained-release granules, enteric granules, solutions, eye drops, elsilic agents, emulsions, suspensions, spirits, troches, perfumes, and limonadese, respectively, according to conventional methods. , tablets, sustained-release tablets, enteric tablets, sublingual tablets, hard capsules, soft capsules, sustained-release capsules, enteric capsules, pills, tinctures, soft extracts, dry extracts, fluid extracts, injections, capsules, perfusate, It can be formulated and used in the form of external preparations such as warning agents, lotions, pasta agents, sprays, inhalants, patches, sterile injection solutions, or aerosols, and the external agents are creams, gels, patches, sprays, ointments, and warning agents. , lotion, liniment, pasta, or cataplasma may have formulations such as the like.

When formulated, it is prepared using diluents or excipients such as commonly used fillers, extenders, binders, wetting agents, disintegrants, and surfactants.

As an additive for tablets, powders, granules, capsules, pills, troches according to the present invention; Gelatin, gum arabic, ethanol, agar powder, cellulose phthalate acetate, carboxymethyl cellulose, calcium carboxymethyl cellulose, glucose, purified water, sodium caseinate, glycerin, stearic acid, sodium carboxymethyl cellulose, sodium methyl cellulose, methyl cellulose, microcrystalline cellulose, dextrin Binders such as hydroxycellulose, hydroxypropyl starch, hydroxymethylcellulose, purified shellac, starch arc, hydroxypropylcellulose, hydroxypropylmethylcellulose, polyvinyl alcohol, and polyvinylpyrrolidone may be used, Hydroxypropyl Methyl Cellulose, Corn Starch, Agar Powder, Methyl Cellulose, Bentonite, Hydroxypropyl Starch, Sodium Carboxymethyl Cellulose, Sodium Alginate, Calcium Carboxymethyl Cellulose, Calcium Citrate, Sodium Lauryl Sulfate, Silicic Anhydride, 1-Hydroxy Propyl cellulose, dextran, ion exchange resin, polyvinyl acetate, formaldehyde-treated casein and gelatin, alginic acid, amylose, guar gum, sodium bicarbonate, polyvinylpyrrolidone, calcium phosphate, gelled starch, gum arabic, disintegrants such as amylopectin, pectin, sodium polyphosphate, ethyl cellulose, white sugar, magnesium aluminum silicate, di-sorbitol solution, and light anhydrous silicic acid; Calcium stearate, magnesium stearate, stearic acid, hydrogenated vegetable oil, talc, lycopod, kaolin, petrolatum, sodium stearate, cacao butter, sodium salicylate, magnesium salicylate, polyethylene glycol (PEG) 4000, polyethylene glycol (PEG) 6000, Liquid paraffin, hydrogenated soybean oil (Lubri wax), aluminum stearate, zinc stearate, sodium lauryl sulfate, magnesium oxide, macrogol, synthetic aluminum silicate, silicic anhydride, higher fatty acid, higher alcohol, silicone oil, paraffin oil, polyethylene A lubricant such as glycol fatty acid ether, starch, sodium chloride, sodium acetate, sodium oleate, dl-leucine, or light anhydrous silicic acid may be used.

Additives for the liquid formulation according to the present invention include water, dilute hydrochloric acid, dilute sulfuric acid, sodium citrate, sucrose monostearate, polyoxyethylene sorbitol fatty acid esters (tween esters), polyoxyethylene monoalkyl ethers, lanolin ethers, Lanolin esters, acetic acid, hydrochloric acid, aqueous ammonia, ammonium carbonate, potassium hydroxide, sodium hydroxide, prolamine, polyvinylpyrrolidone, ethyl cellulose, sodium carboxymethyl cellulose, and the like may be used.

In the syrup according to the present invention, a solution of white sugar, other sugars, or a sweetener may be used, and aromatics, coloring agents, preservatives, stabilizers, suspending agents, emulsifiers, thickeners, etc. may be used as necessary.

Purified water may be used in the emulsion according to the present invention, and emulsifiers, preservatives, stabilizers, fragrances, etc. may be used as needed.

Acacia, tragacantha, methylcellulose, carboxymethylcellulose, carboxymethylcellulose sodium, microcrystalline cellulose, sodium alginate, hydroxypropylmethylcellulose, HPMC 1828, HPMC 2906, HPMC 2910, etc. and, if necessary, surfactants, preservatives, stabilizers, colorants, and fragrances may be used.

Solid preparations for oral administration include tablets, pills, powders, granules, capsules, etc., and these solid preparations are prepared by mixing the extract with at least one excipient or the like. In addition to simple excipients, lubricants such as magnesium stearate and talc are also used.

Liquid formulations for oral administration include suspensions, internal solutions, emulsions, syrups, etc., which include various excipients in addition to water and liquid paraffin, which are commonly used simple diluents. Propylene glycol, polyethylene glycol, vegetable oils such as olive oil, and injectable esters such as ethyl oleate may be used as non-aqueous solvents and suspending agents.

The pharmaceutical composition according to the present invention is administered in a pharmaceutically effective amount. In the present invention, "pharmaceutically effective amount" means an amount sufficient to treat a disease with a reasonable benefit / risk ratio applicable to medical treatment, and the effective dose level is the type of patient's disease, severity, activity of the drug, It may be determined according to factors including sensitivity to the drug, administration time, route of administration and excretion rate, duration of treatment, drugs used concurrently, and other factors well known in the medical field.

The pharmaceutical composition according to the present invention may be administered as an individual therapeutic agent or in combination with other therapeutic agents, may be administered sequentially or simultaneously with conventional therapeutic agents, and may be administered single or multiple times. Considering all of the above factors, it is important to administer an amount that can obtain the maximum effect with the minimum amount without side effects, which can be easily determined by a person skilled in the art to which the present invention belongs.

The pharmaceutical composition of the present invention can be administered to a subject by various routes. All modes of administration can be envisaged, eg oral administration, subcutaneous injection, intraperitoneal administration, intravenous injection, intramuscular injection, paraspinal space (intrathecal) injection, sublingual administration, buccal administration, intrarectal insertion, vaginal It can be administered by intraoral insertion, ocular administration, otic administration, nasal administration, inhalation, spraying through the mouth or nose, dermal administration, transdermal administration, and the like.

The pharmaceutical composition of the present invention is determined according to the type of drug as an active ingredient together with various related factors such as the disease to be treated, the route of administration, the age, sex, weight and severity of the disease of the patient.

In the present invention, "individual" means a subject in need of treatment of a disease, and more specifically, a human or non-human primate, mouse, rat, dog, cat, horse, cow, etc. of mammals.

In the present invention, "administration" means providing a given composition of the present invention to a subject by any suitable method.

In the present invention, “prevention” refers to any action that suppresses or delays the onset of a desired disease, and “treatment” means that the desired disease and its resulting metabolic abnormality are improved or improved by administration of the pharmaceutical composition according to the present invention. All actions that are advantageously altered are meant, and "improvement" means any action that reduces a parameter related to a target disease, for example, the severity of a symptom, by administration of the composition according to the present invention.

Hereinafter, preferred embodiments and experimental examples are presented to aid understanding of the present invention. However, the following Examples and Experimental Examples are only provided to more easily understand the present invention, and the content of the present invention is not limited by the following Examples and Experimental Examples.

[Example]

Example 1. Preparation of Dampalsu Alcohol Extract

After obtaining domestic Dampalsu leaves from Jeju Island, drying them, cutting them, 100 kg of Dampalsu leaves were extracted with 2,000 L of 50% ethanol at 60 ° C for 16 hours, and filtered, concentrated, and dried to obtain 28 kg of Dampalsu extract (yield: 28%) was obtained.

Example 2. HPLC Analysis of Compounds (Compound 1 and Compound 2) Derived from Dampalsu Alcohol Extract

Example 2-1. Analytical method for compound 1

Compound 1 was analyzed using HP Compound 1 HPLC (Agilent 1260 series). A Sunfile C18 (4.6 mm x 250 mm) column (particle size 5 μm) was used and maintained at a temperature of 35 °C at a flow rate of 1.0 mL/min. Mobile phase is A (0.1% Formic acid) and B (Acetonitrile) 0-3 minutes (90:10, v/v) → 10-20 minutes (80:20, v/v) → 30 minutes (65:35 , v/v) → 38-39 minutes (10:90, v/v) → 40-50 minutes (90:10, v/v). In addition, the injected concentration was 10 μL, and UV detection was performed at 280 nm and 320 nm. Compound 1 was purchased from Chemfaces and used as a standard solution (7.81, 15.63, 31.25, 62.5, 125, 250 μg/mL). Formic acid, acetonitrile, and water used in the analysis were purchased from Fisher Scientific Korea in HPLC grade. The formula for calculating the content of compound 1 is shown in Equation 1 below. All analyzes were repeated three times and compound 1 was detected at 18.3-3 minutes, and the content was 1.71 mg/g at 280 nm and 3.52 mg/g at 320 nm.

[Equation 1]

Example 2-2. Analytical method for compound 2

Compound 2 was analyzed using HPLC (Agilent 1260 series). A Capcell pak C18 (4.6 mm x 250 mm) column (particle size 5 μm) was used and maintained at a temperature of 40° C. at a flow rate of 1.0 mL/min. Mobile phase A (Acetonitrile) and B (4.997 mM, Potassium phosphate monobasic / 4.994 mM Sodium 1-heptanesulfonate / 0.786% Phosphoric acid in water, pH 1.5) were detected at 25 minutes at a ratio of 15:85 (v/v), respectively. It became. The injected concentration was 20 μL, and UV detection was performed at 280 nm. Compound 2 was purchased from Chemfaces and used as a standard solution (3.15, 6.25, 12.5, 25, 50, 100 μg/mL). Acetonitrile and water used in the analysis were purchased in HPLC grade from Fisher Scientific Korea, potassium phosphate monobasic and phosphoric acid were purchased from Sigma Aldrich, and sodium 1-heptanesulfonate was purchased from Daejung. The formula for calculating the content of compound 2 is shown in Equation 2 below. All assays were repeated three times, and compound 2 was detected at 5.16 minutes, and the content was 154.2 mg/g.

[Equation 2]

The analysis results of Compound 1 and Compound 2, which are compounds derived from the extract of distilled water, are shown in FIGS. 1A and 1B.

[Experimental example]

Experimental Example 1. Confirmation of Cytotoxicity of Dampalsu Alcohol Extract

Experimental Example 1-1. Confirmation of cytotoxicity for HaCaT cell line

HaCaT cells, which are cancerous keratinocytes, were prepared to confirm the cytotoxicity of the smelt water extract. HaCaT cells were grown in DMEM (Dulbecco's modified Eagle's medium, WelGENE) medium containing 10% fetal bovine serum (FBS, WelGENE) and 1% penicillin/streptomycin (P/S, WelGENE) at 37°C and 5% CO ₂ conditions. cultured. HaCaT cells were dispensed in a 96-well plate at a concentration of 1x10 ⁴ cells/well, and then cultured in a 37°C, 5% CO ₂ incubator for 24 hours. After that, after diluting the distilled octopus alcohol extract by concentration (0.1, 1, 10, 25 μg/mL) in the cell culture medium, the cells were treated and cultured for 24 hours. Then, washed with DPBS (Dulbecco's Phosphate-Buffered Saline), replaced with a culture medium containing 10% EZ-Cytox solution, incubated in cell culture conditions for 1 hour, and then measured by absorbance at 450 nm with an ELISA reader (Tecan). The cytotoxicity of the sagebrush extract was measured.

As a result, as shown in FIG. 2a , it was confirmed that 0.1 to 25 μg/mL of the extract of sagebrush extract did not show cytotoxicity to HaCaT cells.

Experimental Example 1-2. Confirmation of cytotoxicity against the NIH3T3 cell line

Mouse-derived fibroblasts (NIH3T3) were dispensed in 3×10 ⁴ per well in a 96-well plate and cultured for 24 hours. The medium was discarded, washed with PBS, and replaced with a new medium that did not contain 10% FBS, and 6.25, 12.5, and 25 μg/mL of sagebrush extract and 1.25, 2.5, 5, 10, and 20 μg/mL of compounds 1 and 2, respectively. After treatment with μg/mL, the cells were cultured for 24 hours. Then, an MTT solution (3-(4,5-dimethyl thiazol2-yl)-2,5 diphenyl-2H-tetrazolium bromide) was added and incubated for 4 hours. After removing the culture medium, DMSO (dimethylsulfoxide) or isopropanol (isopropanol) was added in 300 μL each, and after shaking for 10 minutes, the absorbance was measured at 570 nm with an ELISA reader to investigate the concentration at which cytotoxicity appears.

As a result, as shown in FIG. 2B , it was confirmed that the fresh water ethanol extract did not exhibit cytotoxicity in NIH3T3 cells at concentrations of 25 µg/mL or less, and Compound 1 and Compound 2 at concentrations of 20 µg/mL or less, respectively.

Experimental Example 1-3. Confirmation of cytotoxicity of sagebrush extract on RBL-2H3 cells

A cytotoxicity assay was performed to confirm whether the sagebrush extract exhibited cytotoxicity in RBL-2H3 cells. Specifically, RBL-2H3 cells were cultured in DMEM containing 10% FBS and 1% P/S at 37 °C and 5% CO ₂ conditions. RBL-2H3 cells were each dispensed in a 96-well plate at a concentration of 1 × 10 ⁴ Cells/well, and 6.25, 12.5, 25, 50, and 100 μg/mL of freshwater alcohol extract, compound 1, and compound 2 were added to PBS, respectively. It was diluted by concentration and cultured for 24 hours. Thereafter, the cells were washed with DPBS, replaced with a medium containing 10% EZ-Cytox solution, and cultured, and absorbance was measured at 450 nm with a Multi-reader reader (TECAN) (Zurich, Switzerland).

As a result, as shown in FIG. 2c , it was confirmed that the sagebrush extract, compounds 1, and 2 did not exhibit cytotoxicity to RBL-2H3 cells up to a concentration of 100 μg/mL.

Experimental Example 2. Confirmation of Anti-Inflammation Effect of Dampalsu Alcohol Extract on LPS or UV Stimulation

Experimental Example 2-1. Prepare for mRNA expression analysis

HaCaT cells were dispensed in a 6-well plate at 3.5x10 ⁵ cells/well and cultured for 24 hours in a 37°C, 5% CO ₂ incubator. Thereafter, the medium was removed, washed with DPBS, and the test substance was diluted in DMEM medium containing 2% FBS, followed by pretreatment for 6 hours. The medium was removed, and the test substance and fine dust were diluted together in DMEM medium containing 2% FBS and treated for 3 hours. Next, after washing with 1 mL of DPBS, RNAiso Plus was treated with 200 μL, and cells attached to the bottom were collected with a cell scraper. Chloroform was added in an amount of 1/5 of RNAiso Plus and vortexed. Thereafter, after centrifugation at 13,000 rpm and 4° C. for 20 minutes, the supernatant was transferred to three tubes. After adding 400 μL of isopropanol in excess of the supernatant to the supernatant, centrifugation was performed at 13,000 rpm, 4° C., and 20 minutes. Finally, the supernatant was removed and the pellet was diluted with 10 μL of DEPC DW.

In addition, prepRNA was synthesized into cDNA. After adding 1 μL of synthesized cDNA, 4 μL of PCR premix, 14 μL of DEPC DW, and 1 μL of CYP1A1 primer, it was put into a reverse transcriptase PCR machine to perform 25 to 30 cycles. The prepared 2% agarose gel was put into an electrophoresis device, and 10 μL of RT-PCR-completed DNA was loaded onto the gel.

Experimental Example 2-2. Confirmation of the inhibitory effect of TNF-α mRNA expression of sagebrush extract

According to the method of Experimental Example 2-1, it was confirmed whether the mRNA expression of TNF-α was increased or decreased according to the treatment with the sagebrush extract in HaCaT cells under LPS or UV stimulation.

First, the results of LPS stimulation are shown in FIG. 3a. Specifically, when compared to the TNF-α mRNA expression level when treated with 1 μg/mL of LPS, the TNF-α mRNA expression level decreased by 25.1% when 0.1 μg/mL of sagebrush extract was treated. In the case of μg/mL treatment, 39.4% decreased, and in the case of 10 μg/mL treatment, 52.1% decreased.

In addition, the results for UV stimulation are shown in FIG. 3B. Specifically, when compared to the TNF-α mRNA expression level when treated with UV of 30 mJ/cm ² , the TNF-α mRNA expression level was reduced by 18.4% when 10 μg/mL of sagebrush extract was treated. Confirmed.

According to this, it was confirmed that TNF-α expression was suppressed by up to 52% or more even with LPS stimulation and by about 20% even with UV stimulation, even with a small amount of sagebrush extract treatment.

Experimental Example 2-3. Confirmation of inhibitory effect of IL-1α mRNA expression of sagebrush extract

According to the method of Experimental Example 2-1, the increase or decrease in the mRNA expression of IL-1α in HaCaT cells according to the treatment with the sagebrush extract under LPS or UV stimulation was confirmed.

First, the results of LPS stimulation are shown in FIG. 4a. Specifically, when compared to the IL-1α mRNA expression level when treated with 1 μg / mL of LPS, the mRNA expression level of IL-1α when treated with 25 μM of dexamethasone used as a positive control was 57.8%. decreased. In addition, when 0.1 μg/mL of sagebrush extract was treated, it decreased by 37.9%, when treated with 1 μg/mL, 36.8%, and when treated with 10 μg/mL, it decreased by 55.2%.

According to this, it was confirmed that the same level of IL-1α expression inhibitory effect occurs even with a significantly small amount in that the dampalsu alcohol extract according to the present invention corresponds to about 40% of that of dexamethasone.

In addition, the results for UV stimulation are shown in FIG. 4b. Compared to the IL-1α mRNA expression level when treated with 30 mJ/cm ² of UV, the positive control group (dexamethasone 25 μM) decreased the IL-1α mRNA expression level by 19.5%. In addition, it was confirmed that 22.8% reduction was observed in the case of 0.1 μg/mL of distilled water extract, 13.2% in the case of 10 μg/mL, and 28.4% in the case of treatment with 25 μg/mL.

Experimental Example 3. Confirmation of skin moisturizing effect of dampalsu alcohol extract

Experimental Example 3-1. Moisturizing effect confirmed by increased expression of AQP-3 and HAS-3

In order to confirm the moisturizing effect of the extract of daffodil extract, HaCaT cells were prepared and treated with TNF-α as a stimulant to confirm the expression of aquaporin-3 (AQP-3) and hyaluronic acid synthase-3 (HAS-3).

As a result, according to FIG. 5, it was found that the freshwater ethanol extract increased the expression of AQP-3 and HAS-3 in a concentration-dependent manner, especially when 25 μg/mL of the freshwater ethanol extract was treated. -3 The effect of increasing expression was statistically significant, and it was confirmed that the moisturizing effect of the sagebrush extract was remarkably excellent.

Experimental Example 3-2. Confirmation of moisturizing effect according to Western blot experiment

In order to confirm the mechanism of the moisturizing effect of the extract of sagebrush, western blotting was performed. Specifically, HaCaT cells were treated with 10 and 25 μg/mL of sagebrush extract, and then each cell was treated with TNF-α for 15 minutes. Cells were each harvested and lysed with RIPA lysis buffer. Proteins at a concentration of 40 μg were separated by 10% SDS-PAGE and transferred to nitrocellulose membranes. 5% skimmed milk was prepared with Tween-20/Tris-buffered saline (Tween-20, 0.1% v/v), and membranes were blocked at room temperature for 1 hour. Primary antibodies against p38, JNK, β-actin, c-Jun, c-FOS, p-ERK, and IκBα were attached to the membranes and incubated overnight at 4°C. After that, it was incubated for 1 hour at room temperature with horseradish peroxidase-conjugated secondary antibody (anti-mouse or anti-rabbit IgG). Blots were detected by chemiluminescence detection (ATTO, Taito, Tokyo, Japan) using EZ-Western Lumi Pico reagent.

As a result, according to FIGS. 6a to 6d, the damselfish ethanol extract was effective in p38, c-Jun N-terminal kinase (JNK), and NF-kappa-B inhibitor alpha (IκBα) at concentrations of 10 and 25 μg/mL. An activation (phosphorylation) inhibitory effect on expression was shown (P<0.05), and it was confirmed that anti-inflammatory and moisturizing effects occur through the suppression of the protein expression.

Experimental Example 4. Confirmation of skin wrinkle improvement effect of dampalsu alcohol extract, compound 1, and compound 2

Experimental Example 4-1. Confirmation of anti-wrinkle effect according to inhibition of MMP-1, MMP-9, and MMP-12 expression

In order to confirm the anti-wrinkle effects of the extracts of sagebrush, compound 1, and compound 2, the expression inhibitory activities of MMP-1, MMP-9, and MMP-12 were analyzed. Specifically, after dispensing 9X10 ⁴ of NIH3T3 cells per well in a 6-well plate, damage was induced by TNF-α treatment. Thereafter, 12.5, 25, and 50 μg/mL of sagebrush extract and 5, 10, and 20 μg/mL of compounds 1 and 2 were treated, respectively, and 24 hours later, cell harvest was performed. Then, expression of MMP-9 was confirmed using qRT-PCR. In addition, 12.5, 25, and 50 μg/mL of sagebrush extract were treated to confirm the expression of MMP-1 and MMP-12 in the same manner.

As a result, according to FIGS. 7a and 7c, the expression of MMP-1 and MMP-12 when the distilled water extract was treated at concentrations of 12.5, 25, and 50 μg/mL decreased compared to the case where only TNF-α was treated. confirmed to be

In addition, according to FIG. 7B , MMP-9 expression was decreased in the case of treatment with the dampalsu extract, compound 1, and compound 2 compared to the case of treatment with only TNF-α, which was confirmed to be a statistically significant effect.

Experimental Example 5. Confirmation of skin whitening effect of dampalsu alcohol extract, compound 1, and compound 2

Experimental Example 5-1. Confirmation of whitening effect by inhibition of melanin production

In order to confirm the whitening effect of the extracts of dappled water extract, compound 1, and compound 2, melanin production inhibitory effect was analyzed. Specifically, B16F10 cells were seeded in a 6-well plate at 1×10 ⁵ per well and cultured for 72 hours under cell culture conditions. The medium was removed, the cells were washed with PBS, and the test solution and fresh medium were added and cultured. The medium was treated with α-MSH, which promotes the melanin production process. At this time, 12.5, 25, and 50 μg/mL of the extract of sagebrush, 2.5, 5, and 10 μg/mL of Compound 1 and Compound 2 were treated together with a-MSH, respectively. Thereafter, arbutin, which is well known as a whitening functional substance, was used as a control to compare melanin production inhibitory effects. Only a-MSH was treated as a positive control group, and an untreated group was used as a negative control group.

As a result, as shown in FIG. 8, it was found that the freshwater ethanol extract, compound 1, and compound 2 inhibited melanin production in B16F10 cells, which was a statistically significant result. It was confirmed that the whitening effect of Compound 2 was excellent.

Experimental Example 5-2. Confirmation of whitening effect according to Western blot experiment

Western blotting was performed to confirm the mechanism of the whitening effect of the sagebrush extract. Specifically, B16F10 cells were treated with 12.5, 25, and 50 μg/mL of sagebrush extract with 200 nM arbutin, respectively, and then treated with TNF-α or α-MSH and DNP-BSA for 15 minutes in each cell. . Cells were each harvested and lysed with RIPA lysis buffer. Proteins at a concentration of 40 μg were separated by 10% SDS-PAGE and transferred to nitrocellulose membranes. 5% skimmed milk was prepared with Tween-20/Tris-buffered saline (Tween-20, 0.1% v/v), and membranes were blocked at room temperature for 1 hour. Primary antibodies against p38, JNK, β-actin, c-Jun, c-FOS, p-ERK, and IκB-α were attached to the membranes and incubated overnight at 4°C. After that, it was incubated for 1 hour at room temperature with horseradish peroxidase-conjugated secondary antibody (anti-mouse or anti-rabbit IgG). Blots were detected by chemiluminescence detection (ATTO, Taito, Tokyo, Japan) using EZ-Western Lumi Pico reagent.

As a result, according to FIGS. 9a and 9b, it was found that the damselfish extract inhibited the expression of p-ERK, c-fos, and c-Jun, which was statistically significant (P<0.01 or P< .

Experimental Example 6. Confirmation of anti-allergic effect of dampalsu alcohol extract

Experimental Example 6-1. Confirmation of anti-allergic effect by suppression of TNF-α and IL-1β

In order to confirm the anti-allergic effect of the extract of sagebrush, the inhibitory activity of TNF-α and IL-1β was confirmed. Specifically, RBL-2H3 cells treated with 50 and 100 μg/mL of sagebrush extract were subjected to RNA extraction using TRIzol™ reagent, respectively. Total RNA (2 μg) was reverse transcribed in a volume of 20 μL using oligo (dT) primers with enzymes and buffers provided in the PrimeScript II 1st strand cDNA Synthesis kit. qRT-PCR reactions were performed on a Quant Studio™-3 Real-time PCR (Thermo Fisher) (Waltham, MA, USA) instrument, using a 2X Real-Time PCR Kit.

As a result, according to FIG. 10a , it was confirmed that the sagebrush extract inhibited the inflammatory cytokines TNF-α and IL-1β in a concentration-dependent manner, which was statistically significant (P<0.05 or P<0.01). .

Experimental Example 6-2. Confirmation of anti-allergic mechanism and effect according to Western blot experiment

Western block experiments were conducted to confirm the anti-allergic mechanism and effect of the extract of sagebrush. Specifically, RBL-2H3 cells were treated with 25, 50, and 100 μg/mL of the extract of dappled water alcohol, and then each cell was treated with DNP-BSA for 15 minutes. Cells were each harvested and lysed with RIPA lysis buffer. Proteins at a concentration of 40 μg were separated by 10% SDS-PAGE and transferred to nitrocellulose membranes. 5% skimmed milk was prepared with Tween-20/Tris-buffered saline (Tween-20, 0.1% v/v), and membranes were blocked at room temperature for 1 hour. Primary antibodies against p38, JNK, β-actin, c-Jun, c-FOS, p-ERK, and IκB-α were attached to the membranes and incubated overnight at 4°C. After that, it was incubated for 1 hour at room temperature with horseradish peroxidase-conjugated secondary antibody (anti-mouse or anti-rabbit IgG). Blots were detected by chemiluminescence detection (ATTO, Taito, Tokyo, Japan) using EZ-Western Lumi Pico reagent.

As a result, according to FIG. 10B , the extract of sagebrush suppressed the expression of c-Jun and the activation of JNK, which was statistically significant (P<0.01 or P<0.001). It was confirmed that it exhibits a remarkably excellent anti-allergic effect through inhibition of JNK activation.

Experimental Example 6-3. Confirmation of anti-allergic effect according to β-Hexosaminidase assay analysis

β-Hexosaminidase assay was performed to confirm the anti-allergic effect of the extract of sagebrush. Specifically, RBL-2H3 cells were dispensed in a 24-well plate at a concentration of 1×10 ⁴ cells/well, and after overnight, the medium was replaced with 500 μL of a new medium. 2 μg/mL Rat Anti DNP-BSA IgE was treated with 25 μL of each well, reacted at 37°C for 4 hours, and then washed twice with 500 μL of PIPES I buffer after removing the medium. After washing, 180 μL of 1 x PIPES II buffer was added and incubated at 37°C for 10 minutes. Then, 25 μL of each concentration of 6.25, 12.5, 25, 50, and 100 μg/mL of sagebrush extract, compounds 1 and 2, and 25 μg/mL of ketotifen were treated at 37°C for 20 minutes. Incubation was performed. 5 μg/mL DNP-BSA was treated with 10 μL each, incubated at 37°C for 20 minutes, and then placed on ice for 10 minutes to stop the reaction. From the 24-well plate, the medium was dispensed into 96-well plates by 20 μL, substrate (pNAG) was added by 25 μL each, incubated at 37°C for 1 hour, Stop buffer was added by 200 μL, and ELISA reader 405 nm Absorbance was measured.

As a result, according to FIG. 11, RBL-2H3 cells were sequentially stimulated using Nanocs 2,4-dinitrophenyl-bovine serum albumin (DNP-BSA) and anti-DNP-BSA with the extract of dappled water, compound 1, and compound 2. It was found to inhibit β-Hexosaminidase compared to the positive control, Ketotifen, which was confirmed to be statistically significant (P<0.001).

Experimental Example 7. Confirmation of skin whitening effect of dampalsu alcohol extract on artificial skin

A 3D artificial skin model, Melanoderm™, was obtained from MatTek Corporation (Ashland, MD, USA). The artificial skin model was cultured in an environment containing 5% CO ₂ at 37°C. For 24 hours, after pre-culture, the control group (DMSO), positive control group (Kojic acid 1%), and test group (Sweet water extract 0.1%) were treated every 3 days for a total of 12 days. After the treatment, paraffin-embedded tissue sections were stained with Hematoxylin, Eosin, and Fontana-masson. Color change of skin tissue was photographed in all treatment groups and analyzed using Adode Photoshop CC 2015 software (San Jose, USA).

As a result, according to FIG. 12a, it was confirmed that the skin color on the 14th day after treatment with each substance was the brightest when the freshwater ethanol extract was treated. In addition, according to FIG. 12B, as a result of H&E and Fontana-Masson staining of the skin tissue, it was confirmed that the color of the skin cells of the sagebrush extract-treated group was the brightest compared to the control group and the positive control group.

Experimental Example 8. Confirmation of skin wrinkle improvement effect of dampalsu alcohol extract on artificial skin

Keraskin-FT™, a 3D artificial skin model, and Keraskin-FT™ medium were purchased from BIOSOLUTION (Seoul, Korea). The artificial skin model was cultured in an environment containing 5% CO ₂ at 37°C. For 24 hours, after pre-incubation, UVB (250 mJ/cm ² ) was irradiated, and then 40 μl of 0.1% of freshwater ethanol extract and 1 mM of control Retinoic Acid (RA) were treated, followed by 24 hours at 37℃ and 5% CO ₂ . cultured in an environment. After the treatment, paraffin-embedded tissue sections were stained with hematoxylin and eosin. Tissue color changes were photographed in all treatment groups and analyzed using Adode Photoshop CC 2015 software (San Jose, USA).

As a result, as shown in FIG. 13a, despite the fact that wrinkles were induced by UVB, the dyeing result of the daffodil extract-treated group showed the most even skin without wrinkles. In addition, according to FIG. 13B, the amount of MMP-1 in the freshwater ethanol extract-treated group was reduced by less than half compared to the case of UVB irradiation, and this is a statistically significant result. confirmed to be

Example 9. Confirmation of the protective effect of dampalsu alcohol extract on human skin damage against external stimuli

A test to evaluate the protective effect of human skin damage against external (chemical) stimuli when a formulation containing 0.1% of dampalsu ethanol extract was applied to the human body was commissioned to Marie DM Dermatology Research Institute, a clinical institution. Twenty female volunteers between the ages of 20 and 59 were evaluated for device measurement (transepidermal water loss) and skin erythema after using the product for 14 days and inducing skin surface damage. The test group was treated with the product to which 0.1% of the quaternary ethanol extract was added, and the control group was not treated with the quaternary ethanol extract. The components of the test group and control group are shown in Table 1.

division	test group	control group
One	Purified water		Purified water
2	E.S (0.1%) - Dampalsu alcohol extract	-
3	Disodium EDT		Disodium EDT
4	glycerin		glycerin
5	triethanolamine	triethanolamine
6	Butylene Glycol	Butylene Glycol
7	Caprylic/Capric Triglyceride	Caprylic/Capric Triglyceride
8	Glyceryl Stearate PEG-100 Stearate	Glyceryl Stearate PEG-100 Stearate
9	Cetearyl Alcohol		Cetearyl Alcohol
10	carbomer	carbomer
11	1,2-Hexanediol	1,2-Hexanediol
12	phenoxyethanol	phenoxyethanol
13 (etc)	Sodium Acrylate/Sodium Acryloyl Dimethyl Taurate Copolymer Purified water polyisobutene Sorbitan Oleate caprylyl/caprylglucoside	Sodium Acrylate/Sodium Acryloyl Dimethyl Taurate Copolymer Purified water polyisobutene Sorbitan Oleate caprylyl/caprylglucoside

As a result, as shown in FIGS. 14a to 14c, it was found that the sagebrush extract had a statistically significant effect compared to the control group and the untreated group in the amount of transepidermal water loss and erythema of the skin against chemical external stimuli. It has been confirmed that the alcohol extract has an excellent protective effect on human skin damage against external stimuli caused by chemical products.

Experimental Example 10. Confirmation of the effect of dampalsu ethanol extract on mitigating human skin irritation against external stimuli

After external (chemical) stimulation, a test to evaluate the effect of mitigating damage to human skin when a formulation containing 0.1% of dampalsu extract was added to the human body was commissioned to Marie DM Dermatological Research Institute, a clinical institution. 23 female volunteers between the ages of 20 and 59 were evaluated immediately after induction of skin irritation (1% SLS, sodium laureth sulfate), after 3 days of product use, and after 14 days of product use, visual evaluation, instrument measurement (transepidermal water loss amount) ), and skin erythema were evaluated. The test group was treated with the product to which 0.1% of the quaternary ethanol extract was added, and the control group was not treated with the quaternary ethanol extract. The components of the test group and control group are shown in Table 1.

As a result, as shown in FIGS. 15a to 15d, the sagebrush extract was found to have a statistically significant effect compared to the control group and the untreated group in visual evaluation, transepidermal water loss, and skin erythema evaluation against chemical external stimuli. As a result, it was confirmed that the extract of dampalsu alcohol was excellent in alleviating damage to human skin against chemically induced skin external irritation.

The above description of the present invention is for illustrative purposes, and those skilled in the art can understand that it can be easily modified into other specific forms without changing the technical spirit or essential features of the present invention. will be. Therefore, it should be understood that the embodiments described above are illustrative in all respects and not restrictive.

The freshwater extract according to the present invention and/or the compounds of Formulas 1 and 2 according to the present invention are not toxic to the skin, but have anti-inflammatory effect, skin moisturizing effect, wrinkle improvement, skin whitening, anti-allergic effect, and skin damage protection or stimulation. It was confirmed that it has an alleviating effect and exhibits a skin improvement effect through various mechanisms. Accordingly, it can be used in a variety of ways, including a cosmetic composition for skin improvement, a food composition, and a quasi-drug composition, as well as a composition for preventing or treating skin diseases.

Claims (22)

1. A cosmetic composition for skin improvement comprising an extract of dampalsu.
2. According to claim 1,

   The freshwater extract is purified water, methanol, ethanol, propanol, butanol, ether, benzene, chloroform, ethylacetate, methylene chloride ( methylene chloride), hexane (hexane), cyclohexane (cyclohexane), and a composition that is extracted with any one or more solvents selected from the group consisting of mixed solvents thereof.
3. According to claim 1,

   The composition of claim 1, wherein the freshwater extract is extracted using any one part selected from the group consisting of freshwater leaves, stems, branches, and roots.
4. According to claim 1,

   The skin improvement effect is any one or more selected from the group consisting of anti-inflammatory effect, skin moisturizing effect, wrinkle improvement, skin whitening, anti-allergic effect, melanin production inhibitory effect, and skin damage protection or irritation relief effect, composition.
5. A cosmetic composition for skin improvement comprising at least one selected from the group consisting of compounds represented by the following formulas 1 and 2, and cosmetically acceptable salts thereof:

   [Formula 1]

   

   [Formula 2]

   

   .
6. According to claim 5,

   The skin improvement effect is any one or more selected from the group consisting of anti-inflammatory effect, skin moisturizing effect, wrinkle improvement, skin whitening, anti-allergic effect, melanin production inhibitory effect, and skin damage protection or irritation relief effect, composition.
7. A pharmaceutical composition for preventing or treating skin diseases, comprising an extract of dampalsu.
8. According to claim 7,

   The freshwater extract is purified water, methanol, ethanol, propanol, butanol, ether, benzene, chloroform, ethylacetate, methylene chloride ( methylene chloride), hexane (hexane), cyclohexane (cyclohexane), and a composition that is extracted with any one or more solvents selected from the group consisting of mixed solvents thereof.
9. According to claim 7,

   The composition of claim 1, wherein the freshwater extract is extracted using any one part selected from the group consisting of freshwater leaves, stems, branches, and roots.
10. According to claim 7,

    The skin disease is any one or more selected from the group consisting of inflammatory skin disease, allergic skin disease and skin pigmentation disease, the composition.
11. According to claim 10,

    The skin diseases include atopic dermatitis, contact dermatitis, acne, seborrheic dermatitis, prickly pear, urticaria, psoriasis, scleroderma, eczema, vitiligo, lupus, acne, and systemic lupus erythematosus, allergic dermatitis, asthma, chronic idiopathic urticaria, allergy Sexual contact dermatitis, melasma, freckles, lentigines, age spots, moles, milk coffee spots, nevus of Ota, nevus blue, hyperpigmentation spots, hyperpigmentation after drug use, gravidic chloasma, and wounds or dermatitis Any one selected from the group consisting of pigmentation after inflammation due to, composition.
12. A pharmaceutical composition for preventing or treating skin diseases comprising at least one selected from the group consisting of compounds represented by Formulas 1 and 2 below, and pharmaceutically acceptable salts thereof:

    [Formula 1]

    

    [Formula 1]

    

    .
13. According to claim 12,

    The skin disease is any one or more selected from the group consisting of inflammatory skin disease, allergic skin disease and skin pigmentation disease, the composition.
14. According to claim 12,

    The skin diseases include atopic dermatitis, contact dermatitis, acne, seborrheic dermatitis, prickly pear, urticaria, psoriasis, scleroderma, eczema, vitiligo, lupus, acne, and systemic lupus erythematosus, allergic dermatitis, asthma, chronic idiopathic urticaria, allergy Sexual contact dermatitis, melasma, freckles, black spots, age spots, moles, milk coffee spots, nevus of Ota, nevus blue, hyperpigmentation spots, hyperpigmentation after drug use, gravidic chloasma, and wounds or dermatitis Any one selected from the group consisting of pigmentation after inflammation due to, composition.
15. A skin improvement method comprising the step of applying a freshwater extract to the skin of a subject in need thereof.
16. According to claim 15,

    The skin improvement effect is any one or more selected from the group consisting of anti-inflammatory effect, skin moisturizing effect, wrinkle improvement, skin whitening, anti-allergic effect, melanin production inhibitory effect, and skin damage protection or irritation relief effect, method.
17. A skin improvement method comprising the step of treating the skin of a subject in need thereof with at least one selected from the group consisting of compounds represented by Formulas 1 and 2, and cosmetically acceptable salts thereof:

    [Formula 1]

    

    [Formula 2]

    

    .
18. According to claim 17,

    The skin improvement effect is any one or more selected from the group consisting of anti-inflammatory effect, skin moisturizing effect, wrinkle improvement, skin whitening, anti-allergic effect, melanin production inhibitory effect, and skin damage protection or irritation relief effect, method.
19. A method for treating a skin disease comprising the step of applying a freshwater extract to the skin of a subject in need thereof.
20. A skin disease treatment method comprising the step of treating the skin of a subject in need thereof with at least one selected from the group consisting of compounds represented by Formulas 1 and 2, and pharmaceutically acceptable salts thereof:

    [Formula 1]

    

    [Formula 2]

    

    .
21. Use of freshwater extract in the manufacture of a medicament for skin improvement, prevention or treatment of skin diseases.
22. Use of a compound represented by the following formulas (1) and (2), or a pharmaceutically acceptable salt thereof, in the manufacture of a drug for skin improvement, prevention or treatment of skin disease:

    [Formula 1]

    

    [Formula 2]

    

    .

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