KR102142311B1 - Skin external composition comprising tangeretin - Google Patents

Abstract

The present invention provides a composition for external application for skin containing tenseretin as an active ingredient. In addition, the present invention provides a composition for external application for skin containing tenseretin and EGCG. In addition, the present invention provides a composition for external application for skin comprising a citrus peel extract containing tangeretin as an active ingredient. In addition, the present invention provides a composition for external application for skin further comprising a green tea extract containing EGCG (Epigallocatechin gallate) in a citrus peel extract containing tangeretin. The composition of the present invention is excellent in antioxidant effect and can be applied as a cosmetic composition, pharmaceutical or health food composition. In addition, the composition of the present invention is excellent in preventing skin erythema, improving skin tone, and preventing skin aging.

Description

Skin external composition comprising tangeretin

The present invention relates to a composition for external application for skin containing tenseretin. In addition, the present invention relates to a composition for external application for skin containing tenseretin and EGCG.

All aerobic organisms, including humans, are known as adult diseases in recent years, and the generation of free radicals beyond self-defense is known as arthritis, circulatory disorders, as well as dementia. It is causing the disease.

Radicals commonly known as free radical is the most stable form of the oxygen in the triplet oxygen ⁽³ O ₂₎ is the superoxide anion singlet oxygen that is generated is reduced in the oxidation, Garden process ⁽¹ O ₂ ^-) and hydrogen peroxide (H ₂ As unpaired free radicals such as O ₂ ) and hydroxy radicals (·OH), they cause diseases by damaging factors of the immune system such as proteins, DNA, enzymes or T cells.

For this reason, the development of antioxidants has been actively conducted, and antioxidant enzymes such as superoxide dismutase, catalase, and glutathioneperoxidase, which are enzyme-based prophylactic antioxidants, and vitamin E, a natural antioxidant. , Vitamin C, carotenoid, glutathione and synthetic antioxidants, butylhydroxyanisole (t-Butyl-4-hydroxyanisole: BHA), dibutylhydroxytoluene (3,5-(t-Butyl)- Many antioxidants are known, such as 4-hydroxytoluene: BHT). However, as antioxidant enzymes age and age, the ability to defend against active oxygen decreases, and in the case of synthetic antioxidants, their mutagenicity and toxicity are pointed out, so the development of safer and stronger natural antioxidants is urgently required. to be. The present inventors have completed the present invention while screening for natural products having excellent antioxidant activity.

Korean Patent Application No. 2006-0053848

An object of the present invention is to provide a composition for external application for skin containing tangeretin or a composition having antioxidant activity including tangeretin and EGCG in order to solve the above problems.

The present invention provides a composition for external application for skin containing tenseretin as an active ingredient. In addition, the present invention provides a composition for external application for skin containing tenseretin and EGCG. In addition, the present invention provides a composition for external application for skin comprising a citrus peel extract containing tangeretin as an active ingredient. In addition, the present invention provides a composition for external application for skin further comprising a green tea extract containing EGCG (Epigallocatechin gallate) in a citrus peel extract containing tangeretin.

The composition for external application for skin of the present invention has excellent antioxidant effect and can be applied as a cosmetic composition, pharmaceutical or health food composition. In addition, the composition of the present invention is excellent in preventing skin erythema, improving skin tone, and preventing skin aging.

1 shows a process chart of obtaining a citrus peel extract containing tangeretin.
Figure 2 shows the absorbance value by measuring DPPH according to the concentration change of citrus peel extract, green tea extract, and vitamin C.
3 shows the experimental results showing the antioxidant effect and synergistic effect when citrus peel extract and green tea extract are used in combination by measuring DPPH when citrus peel extract and green tea extract are used.
4 is a diagram showing the test results of the antioxidant synergistic effect of tangeretin and EGCG.

The composition for external application for skin of the present invention contains tenseretin as an active ingredient. In addition, the present invention relates to a composition for external application for skin containing tenseretin and EGCG. In addition, the present invention relates to a composition for external application for skin comprising a citrus skin extract containing tangeretin as an active ingredient. In addition, the present invention relates to a composition for external application for skin further comprising a green tea extract containing EGCG (Epigallocatechin gallate) in a citrus peel extract containing tangeretin.

The composition for external application for skin of the present invention comprises a citrus peel extract containing tangeretin as an active ingredient. In addition, the present invention further comprises a green tea extract containing EGCG in a citrus peel extract containing tangeretin, and provides a composition for external application for skin having antioxidant activity.

Hereinafter, the present invention will be described in detail.

Tangeretin used in the present invention is a citrus flavonoid system and has a structure of O-polymethoxylated flavones. Tangeretin used in the present invention is a citrus flavonoid system and has a structure of O-polymethoxylated flavones. Among the flavones, polymethoxyflavones are rarely found in other vegetables and fruits, and are a characteristic component of citrus fruits, and are a substance in which 5 methoxys are substituted in flavonoids. Therefore, tangeretin is represented by the following formula (1).

The green tea extract used in the present invention contains catechins such as EGCG (Epigallocatechin gallate), and EGCG has a strong antioxidant effect as a constituent of tannin or polyphenol, and is represented by the structure of Formula 2 below.

In one embodiment of the present invention, the tangeretin may be obtained from citrus peel extract. In another embodiment of the present invention, the tangeretin may be contained as a citrus peel extract containing tenseretin. The citrus peel extract is a natural extract containing tenseretin, and is a mixture containing a plurality of oil-soluble ingredients.

In an embodiment of the present invention, the EGCG may be obtained from green tea extract. In another embodiment of the present invention, the EGCG may be contained as a green tea extract containing EGCG. The green tea extract is a natural extract containing EGCG and is a mixture containing a number of oil-soluble ingredients.

In one embodiment of the present invention, the extract may be a concentrate obtained by filtration, reduced pressure, and concentration after extracting the raw material by immersing it in an organic solvent. Alternatively, stagnation, whole agent, regular and flowing extract prepared by drying the concentrate may be used. The deposit can be obtained by depositing citrus peel or green tea using a solvent by an arbitrary method such as cold needle, percolation, warm needle, etc. to obtain a deposit containing the active ingredient. The organic solvent may be one or more selected from C ₁ ~ C ₄ anhydrous or hydrous alcohol, acetone, ethyl acetate, chloroform, glycerin, propylene glycol, and butylene glycol, but is not limited thereto.

The citrus peel can be used after drying by any method such as natural drying or forced drying, and then finely chopped.

The present invention relates to a composition for external skin for antioxidants containing tenseretin as an active ingredient. In addition, the present invention relates to a composition for external application for skin for antioxidants containing tangeretin and EGCG. In addition, the present invention relates to a composition for external application for skin for antioxidants comprising a citrus skin extract containing tangeretin as an active ingredient. In addition, the present invention relates to a composition for external application for skin for antioxidant further comprising a green tea extract containing EGCG (Epigallocatechin gallate) in a citrus peel extract containing tangeretin.

In the composition for external application for skin for antioxidants of the present invention, the tangeretin may be contained in an amount of 0.001 to 10% by weight based on the total weight of the composition. If the tangeretin is less than 0.001% by weight, there is little antioxidant effect, and if it exceeds 10% by weight, there is a concern of cosmetic deterioration such as off-flavor, and it is not easy to adjust the viscosity of the cosmetic formulation, and when used in excess, it may cause skin irritation.

In the composition for external application for skin for antioxidants of the present invention, the EGCG may be contained in an amount of 0.001 to 20% by weight based on the total weight of the composition. When the EGCG is less than 0.001% by weight, there is little antioxidant effect, and when it exceeds 20% by weight, there is a concern of cosmetic deterioration such as off-flavor, it is not easy to adjust the viscosity of the cosmetic formulation, and it is easy to burn out when manufacturing an emulsion formulation. It is difficult to do and the economics of production are also poor.

In the composition for external application for skin for antioxidants of the present invention, the citrus peel extract containing tangeretin may be contained in an amount of 0.001 to 10% by weight based on the total weight of the composition. If the citrus peel extract is contained in an amount of less than 0.001% by weight, there is almost no antioxidant effect.

In the composition for external application for skin for antioxidants of the present invention, the green tea extract containing EGCG may be included in an amount of 0.001 to 99.9% by weight based on the total weight of the composition. When the green tea extract is contained in an amount of less than 0.001% by weight, there is almost no antioxidant effect.

The antioxidant effect of the composition for external application for skin for antioxidant of the present invention is greater in the complex extract of the citrus peel extract containing tangeretine and the green tea extract containing EGCG, which is contained in the tangeretine and green tea extract contained in the citrus peel extract. This is due to the synergistic effect of EGCG.

The present invention relates to a composition for external application for skin for preventing skin erythema containing tenseretin as an active ingredient. In addition, the present invention relates to a composition for external application for skin for preventing skin erythema containing tangeretin and EGCG. In addition, the present invention relates to a composition for external application for skin for preventing skin erythema comprising a citrus skin extract containing tangeretin as an active ingredient. In addition, the present invention relates to a composition for external application for skin for preventing skin erythema further comprising a green tea extract containing EGCG (Epigallocatechin gallate) in a citrus peel extract containing tangeretin.

In the composition for external application for skin for preventing skin erythema of the present invention, the tangeretin may be contained in an amount of 0.001 to 10% by weight based on the total weight of the composition. When the tangeretin is less than 0.001% by weight, there is little effect of preventing erythema, and when it exceeds 10% by weight, both the stability and safety of the composition cannot be satisfied, and it may be appropriate to include in the above range in terms of cost-effectiveness.

In the composition for external application for skin for preventing skin erythema of the present invention, the EGCG may be contained in an amount of 0.001 to 10% by weight based on the total weight of the composition. When the EGCG is less than 0.001% by weight, there is little effect of preventing erythema, and when it exceeds 10% by weight, there is a concern of cosmetic deterioration such as off-flavor, it is not easy to adjust the viscosity of the cosmetic formulation, and when used in excess, it may cause skin irritation.

In the composition for external application for skin for preventing skin erythema of the present invention, the citrus peel extract containing tangeretin may be contained in an amount of 0.001 to 10% by weight based on the total weight of the composition. If the citrus peel extract is contained in an amount of less than 0.001% by weight, there is almost no antioxidant effect.

In the composition for external application for skin for preventing skin erythema of the present invention, the green tea extract including EGCG may be included in an amount of 0.001 to 99.9% by weight based on the total weight of the composition. When the green tea extract is contained in an amount of less than 0.001% by weight, there is little effect of preventing erythema.

The anti-erythema effect of the composition for preventing skin erythema of the present invention is greater in the complex extract of citrus peel extract containing tenseretine and green tea extract containing EGCG, which is due to the synergistic effect of citrus peel extract and green tea extract.

The present invention relates to a composition for external application for skin for improving skin tone containing tenseretin as an active ingredient. In addition, the present invention relates to a composition for external application for skin for improving skin tone containing tangeretin and EGCG. In addition, the present invention relates to a composition for external application for skin for improving skin tone, comprising a citrus skin extract containing tangeretin as an active ingredient. In addition, the present invention relates to a composition for external application for skin for improving skin tone further comprising a green tea extract containing EGCG (Epigallocatechin gallate) in a citrus peel extract containing tangeretin.

In the composition for external application for skin for improving skin tone of the present invention, the tangeretin may be contained in an amount of 0.001 to 20% by weight based on the total weight of the composition. When the tangeretin is less than 0.001% by weight, there is little effect of improving skin tone, and when it exceeds 20% by weight, both stability and safety of the composition cannot be satisfied, and it may be appropriate to include it in the above range in terms of cost-effectiveness.

In the composition for external application for skin tone improvement of the present invention, the EGCG may be contained in an amount of 0.01 to 20% by weight based on the total weight of the composition. When the EGCG is less than 0.01% by weight, there is little effect of improving skin tone, and when it exceeds 20% by weight, both stability and safety of the composition cannot be satisfied, and it may be appropriate to include in the above range in terms of cost-effectiveness.

In the composition for external application for skin for improving skin tone of the present invention, the citrus peel extract containing tangeretin may be contained in an amount of 0.001 to 10% by weight based on the total weight of the composition. If the citrus peel extract is contained in an amount of less than 0.001% by weight, there is little effect of improving skin tone.

In the composition for external application for skin for improving skin tone of the present invention, the green tea extract including EGCG may be included in an amount of 0.001 to 99.9% by weight based on the total weight of the composition. When the green tea extract is contained in an amount of less than 0.001% by weight, there is little effect of improving skin tone.

The skin tone improvement effect of the composition for external application for skin tone improvement of the present invention is greater in the complex extract of citrus peel extract containing tenseretine and green tea extract containing EGCG, which is due to the synergistic effect of citrus peel extract and green tea extract .

In addition, in an embodiment of the present invention, the composition may increase skin elasticity, improve skin wrinkles, improve complexion, shrink pores, relieve skin irritation, improve homeostasis, slimming, atopy, antibacterial antibacterial, allergy, elasticity, acne, regeneration, sebum, It may be used for improving obesity and diabetes, as well as waste products, keratin improving effect, skin astringent and tidying effect, but is not limited thereto.

The composition for external application for skin according to the present invention is generally a concept encompassing the overall composition used for external application of the skin, and may be, for example, a cosmetic composition, a pharmaceutical composition, or a health food composition.

The cosmetic composition may include, for example, a basic cosmetic, a makeup cosmetic, a hair cosmetic, a body cosmetic, and the like, and the formulation is not particularly limited and may be appropriately selected according to the intended purpose.

For example, the cosmetic composition is formulated as a solution, suspension, emulsion, paste, gel, cream, lotion, powder, soap, surfactant-containing cleansing, oil, powder foundation, emulsion foundation, wax foundation, and spray. However, it is not limited thereto. More specifically, softening lotion, nourishing lotion, lotion, body lotion, nourishing cream, massage cream, moisture cream, hand cream, essence, eye cream, cleansing cream, cleansing foam, cleansing water, pack, gel, patch, oil-in-water Basic cosmetics such as (O/W) type, water-in-oil (W/O) type, color cosmetics such as lipstick, makeup base or foundation, shampoo, conditioner, body cleanser, cleaning agent such as toothpaste or mouthwash, hair tonic, It can be formulated as a hair cosmetic composition such as a hairdressing agent such as gel or mousse, a woolen agent, or a hair dye.

The cosmetic composition contains a cosmetically acceptable medium or base. These are all formulations suitable for topical application, e.g. solutions, gels, solid or paste anhydrous products, emulsions obtained by dispersing the oil phase in an aqueous phase, suspensions, microemulsions, microcapsules, microgranules or ionic (liposomes) and/or It may be provided in the form of a nonionic vesicle dispersant, or in the form of a cream, skin, lotion, powder, ointment, spray or conceal stick. These compositions can be prepared according to conventional methods in the art.

When the formulation of the present invention is a solution or emulsion, a solvent, solubilizer or emulsifier is used as a carrier component, such as water, ethanol, isopropanol, ethyl carbonate, ethyl acetate, benzyl alcohol, benzyl benzoate, propylene glycol, 1 Fatty acid esters of ,3-butyl glycol oil, glycerol aliphatic esters, polyethylene glycol or sorbitan.

When the formulation of the present invention is a suspension, liquid diluents such as water, ethanol or propylene glycol as carrier components, ethoxylated isostearyl alcohol, suspensions such as polyoxyethylene sorbitol esters and polyoxyethylene sorbitan esters, microcrystals Sex cellulose, aluminum metahydroxide, bentonite, agar or trakant, etc. can be used.

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

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

When the formulation of the present invention is a surfactant-containing cleansing, aliphatic alcohol sulfate, aliphatic alcohol ether sulfate, sulfosuccinic acid monoester, isethionate, imidazolinium derivatives, methyltaurate, sarcosinate, fatty acid amide as a carrier component Ether sulfates, alkylamidobetaines, aliphatic alcohols, fatty acid glycerides, fatty acid diethanolamides, vegetable oils, lanolin derivatives or ethoxylated glycerol fatty acid esters and the like can be used.

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

In one embodiment of the present invention, the cosmetic composition may contain a variety of suitable bases and additives as necessary, and the types and amounts of these ingredients can be easily selected by the inventor. It may contain acceptable additives as needed, and for example, it may further include components such as preservatives, colors, additives, etc. that are common in the art. The preservative may be specifically phenoxyethanol or 1,2-hexanediol, and the color may be an artificial fragrance.

And, in one embodiment of the present invention, the cosmetic composition may include a composition selected from the group consisting of water-soluble vitamins, oil-soluble vitamins, polymer peptides, polymer polysaccharides, sphingo lipids, and seaweed extract. Other ingredients that may be added include fats and oils, moisturizers, emollients, surfactants, organic and inorganic pigments, organic powders, ultraviolet absorbers, preservatives, fungicides, antioxidants, plant extracts, pH adjusters, alcohols, pigments, fragrances, Blood circulation accelerators, cold sensation agents, restrictors, and purified water.

In addition, the blending components that may be added are not limited thereto, and any of the above components can be blended within a range that does not impair the object and effect of the present invention.

In one embodiment of the present invention, the pharmaceutical composition may be formulated as a parenteral administration in a solid, semi-solid or liquid form by adding a commercially available inorganic or organic carrier. The preparation for parenteral administration may be a transdermal dosage form selected from the group consisting of drops, ointments, lotions, gels, creams, patches, sprays, suspensions and emulsions, but is not limited thereto.

In the composition for external application for skin by each formulation, other ingredients other than the composition of the present invention described above can be appropriately selected and blended without difficulty by those skilled in the art according to the formulation or purpose of use of the external application for skin. If you do, a synergistic effect can occur.

In addition, when the composition according to the present invention is used as a pharmaceutical composition, it may further contain pharmaceutical adjuvants such as preservatives, stabilizers, hydrating agents or emulsifying accelerators, salts or buffers for controlling osmotic uptake, and other therapeutically useful substances. It may be formulated in various oral or parenteral dosage forms according to a conventional method.

It should be understood that the actual dosage of the active ingredient should be determined in light of several related factors such as the severity of symptoms, the route of administration chosen, the age, sex, weight and health status of the subject.

In general, the dosage of the active ingredient is in the range of 0.001 mg/kg/day to about 2000 mg/kg/day. A more preferred dosage is from 0.5 mg/kg/day to 2.5 mg/kg/day.

Hereinafter, the present invention will be described in detail with reference to Examples, Comparative Examples and Test Examples of the present invention. These are only provided by way of example to explain the present invention in more detail, the scope of the present invention is not limited by these examples, comparative examples and test examples for those skilled in the art It will be self-evident.

[Reference Example 1] Preparation of citrus peel extract

After washing the citrus peel with purified water, it goes through a drying process. The dried citrus peel is crushed and the active ingredient is extracted through cold needle extraction at room temperature for 40 to 48 hours. After the extracted contents are first filtered through a 250 μm mesh, the supernatant is taken through a centrifugation process. The contents are again filtered sequentially with filter papers of 3 μm, 1 μm, and 0.5 μm mesh. 1,3-Butylene glycol (10%), phenoxyethanol (phenoxyethanol) 0.5%, ethylhexylglycerin (Ethylhexylglycerin) 0.05% was added, and filtered through 0.2~0.3 μm filter paper to obtain a citrus peel extract. .

[Reference Example 2] Preparation of green tea extract

After washing green tea leaves with purified water, it goes through a drying process. The dried green tea leaves are pulverized and the active ingredients are extracted through cold needle extraction at room temperature for 40 to 48 hours. After the extracted contents are first filtered through a 250 μm mesh, the supernatant is taken through a centrifugation process. The contents are again filtered sequentially with filter papers of 3 μm, 1 μm, and 0.5 μm mesh. 1,3-Butylene glycol (10%), phenoxyethanol (phenoxyethanol) 0.5%, ethylhexylglycerin (Ethylhexylglycerin) was added 0.05%, and filtered through 0.2 ~ 0.3 μm filter paper to obtain green tea extract.

[Reference Example 3] Preparation of tangeretin

Tangeretin used in the present invention was purchased from Sigma-Aldrich (Tangeretin).

[Reference Example 4] Preparation of EGCG

The EGCG used in the present invention was purchased from Sigma-Aldrich (EGCG).

[Test Example 1] Antioxidant Effect Experiment

In order to confirm the antioxidant efficacy of the citrus peel extract, green tea extract, tangeretin and EGCG of Reference Examples 1 to 4 used in the present invention, 1,1-diphenyl-2-picrylhydrazil (1,1 -Diphenyl-2-picrylhydrazyl: hereinafter DPPH) was used. Vitamin C, an antioxidant commonly known in the art, was used as a positive control.

When DPPH, which has a purple color, reacts with an antioxidant, it receives hydrogen electrons from the antioxidant, changes its color, and decreases its absorbance at 517nm.

The citrus peel extract, green tea extract, tenseretin, EGCG, and vitamin C of Reference Examples 1 to 4 were dissolved in ethanol according to the concentration to be measured and placed in a 96-well plate each of 10 μL, and 190 μL of 100 μM DPPH solution was added, followed by 30 minutes 37 Stored at °C. And the absorbance at 517 nm was measured using a spectrophotometer, and the results are shown in Table 1 below. In addition, the absorbance value (O.D.) result of citrus peel extract, green tea extract and vitamin C treatment is shown in FIG. 2,

Fig. 3 shows the synergistic effect and color change of DPPH when the citrus peel extract and 25 ppm, green tea extract 5 μM alone, and the citrus peel extract 25 ppm and green tea extract 5 μM are simultaneously treated.

In addition, the absorbance value and DPPH color change when tenseretin and 5 μM of EGCG are treated alone, and when tenseretin and EGCG are simultaneously treated are shown in FIG. 4.

density O.D. value Mean Standard deviation (s.d.) Control (CTL) - 0.564 0.009 Vitamin C (ppm) 10.0 0.094 0.002 5.0 0.302 0.010 2.5 0.428 0.003 Green tea extract (μM) of Reference Example 2 5.0 0.259 0.022 Citrus peel extract of Reference Example 1 (ppm) 200.0 0.261 0.044 100.0 0.381 0.008 50.0 0.433 0.010 25.0 0.491 0.006 12.5 0.485 0.020 Green tea extract of Reference Example 2 5 μM + Citrus peel extract of Reference Example 1 (ppm) 200.0 0.082 0.001 100.0 0.095 0.005 50.0 0.149 0.011 25.0 0.190 0.007 12.5 0.211 0.011 EGCG of Reference Example 4 5 μM 0.260 0.013 Tangeretin of Reference Example 3 (ppm) 200.0 0.250 0.162 100.0 0.388 0.035 50.0 0.434 0.011 EGCG of Reference Example 4 5 μM + Tenseretin (ppm) of Reference Example 3 200.0 0.256 0.671 100.0 0.387 0.012 50.0 0.152 0.013

As shown in Table 1 and FIG. 2, when compared with the control group that was not treated with anything, the absorbance (OD) value was significantly reduced when EGCG of green tea extract was used, and about 50% or more when tenseretine was used at 200 ppm. It was found to have an excellent antioxidant effect by decreasing. In particular, when ECGC 5uM and tangeretin were used together, it was found that the absorbance decreased by 80% or more to show an excellent synergistic effect, and this synergistic effect was specifically shown in FIG. 3.

[Test Example 2] Erythema occurrence experiment

Skin irritation tests were conducted on 40 healthy adults, provided that those with psoriasis, acne, eczema, and other skin diseases, pregnant, lactating women, or taking contraceptives, antihistamines, etc. Were excluded from the selection of subjects.

Reference examples 1 to 4 were used as the test substance, and the application of the test substance was performed by a closed patch test on the back of the subject, and the application amount was each 20 μl/chamber (IQ chamber), and a specific test The concentrations of the substances are shown in Table 3 below. After applying the patch for 24 hours, removing the patch, the test was performed at 30 minutes and 24 hours. The reaction test was tested according to the criteria shown in Table 2 below, which is a modified test standard from the CTFA guideline (1981) and the test standard of Frosch & Kligman (1979), and the results are shown in Table 3 below.

score Characteristic 0 no response One Slight erythema, spots, or scatter 2 Moderate uniform erythema 3 Strong erythema with edema 4 Strong erythema with edema and vesicles Grade I (no irritation range): Less than 1
Grade II (range of mild irritation): Less than 3
Grade III (medium irritation range): Less than 5
Grade IV (strong irritation range): 5 or more

Substance name Test concentration score Judgment Green Tea Extract of Reference Example 2 5 μM 0.05 Grade I Citrus peel extract of Reference Example 1 25 ppm 0.075 Grade I Green tea extract of Reference Example 2 5 μM +
Citrus peel extract of Reference Example 1 25ppm 0.05 Grade I EGCG of Reference Example 4 5 μM 0.2 Grade I Tangeretin of Reference Example 3 (ppm) 50 ppm 0.25 Grade I EGCG 5uM + Tenseretin 50ppm 0.2 Grade I

From the results of Table 3, it can be seen that the tangeretin or EGCG according to the present invention exhibits very little stimulation, and a significantly lower stimulation level than when using green tea extract and citrus peel extract.

[Examples 1 to 4]

Using the Reference Examples 1 to 4, a cosmetic composition for improving skin tone having the composition of Table 4 was prepared. (Unit:% by weight)

NO Ingredient name Example 1 Example 2 Example 3 Example 4 One Behenyl alcohol 0.8 0.8 0.8 0.8 2 Stearic Acid 0.5 0.5 0.5 0.5 3 Cetyl Alcohol/Glyceryl Stearate/Pig-75 Stearate/Cetes-20/Steares-20 3 3 3 3 4 Vegetable squalane 5 5 5 5 5 Butylene glycol dicaprylate/dicaprate 5 5 5 5 6 Purified water to 100 to 100 to 100 to 100 7 Disodium EDTA 0.02 0.02 0.02 0.02 8 Glycerin (strong glycerin) 3 3 3 3 9 Butylene Glycol 6 6 6 6 10 Polyacrylate-13/Polyisobutene/Polysorbate 20 0.75 0.75 0.75 0.75 11 Citrus peel extract (Reference Example 1) One 0.5 0 0 12 Green Tea Extract (Reference Example 2) 0 0.5 0 0 13 Tangeretin (Reference Example 3) 0 0 One 0.5 EGCG (Reference Example 4) 0 0 0 0.5 14 Incense, preservative Appropriate amount Appropriate amount Appropriate amount Appropriate amount gun 100 100 100 100

[Test Example 3] Evaluation of complexion improvement

In order to confirm the effect of improving skin tone, 60 healthy women in their 20s to 40s were divided into 6 groups of 10 each. Each group was given the formulations of Examples 1 to 4 and applied evenly to the entire face twice a day for 4 weeks, and after 4 weeks, the change in color brightness (ΔL) was measured using a chromameter (Minolta CM-3500d). The degree of improvement in skin tone was evaluated, and the results are shown in Table 5 below. The numerical values shown in Table 5 are the average values of each group.

ΔL value Example 1 3.45 Example 2 4.05 Example 3 3.85 Example 4 4.43

In the results of Table 5, ΔL values were high in Examples 2 and 4, which were formulations containing both citrus peel extract and green tea extract as active ingredients, or both tangeretin and EGCG. Through this, it can be seen that the effect of brightening the skin contrast of the composition containing the citrus peel extract and the green tea extract at the same time is very excellent. In addition, it can be seen from the result that the effect of Example 4 including both EGCG and tangeretin is the most excellent, and that the effect is further increased when all of the above components are included.

Hereinafter, examples of formulations of the cosmetic composition and pharmaceutical composition according to the present invention are described, but can be applied in various formulations other than the following examples, which are intended to be described in detail only, not to limit the present invention.

[Formulation Example 1] Flexible lotion (skin lotion)

According to the composition shown in Table 6 below, a flexible lotion was prepared by a conventional method.

ingredient Content (% by weight) Citrus Peel Extract 1.0 Green tea extract 1.0 glycerin 3.5 Oleyl alcohol 1.5 ethanol 5.5 Polysorbate 80 3.2 Carboxyl vinyl polymer 1.0 Butylene glycol 2.0 Propylene glycol 2.0 Preservatives, flavoring Appropriate amount Purified water Balance system 100

[Formulation Example 2] Nourishing lotion (milk lotion)

A nutrient lotion was prepared by a conventional method according to the composition shown in Table 7 below.

ingredient Content (% by weight) Citrus Peel Extract 1.0 Green tea extract 1.0 glycerin 3.0 Butylene glycol 3.0 Propylene glycol 3.0 Carboxyvinyl polymer 0.1 Beeswax 4.0 Polysorbate 60 1.5 Caprylic/Capric Lyglyceride 5.0 Squalane 5.0 Sorbitasesquioleate 1.5 Cetearyl alcohol 1.0 Triethanolamine 0.2 Preservatives, flavoring Appropriate amount Purified water Balance system 100

[Formulation Example 3] Nourishing Cream

A nourishing cream was prepared by a conventional method according to the composition shown in Table 8 below.

ingredient Content (% by weight) Citrus Peel Extract 1.0 Green tea extract 1.0 glycerin 3.5 Butylene glycol 3.0 Floating paraffin 7.0 Beta glucan 7.0 Carbomer 0.1 Caprylic/Capric Lyglyceride 3.0 Squalane 5.0 Cetearyl glucoside 1.5 Sorbitan Stearate 0.4 Polysorbate 60 1.2 Triethanolamine 0.1 Preservatives, flavoring Appropriate amount Purified water Balance system 100

[Formulation Example 4] Massage Cream

A massage cream was prepared by a conventional method according to the composition shown in Table 9 below.

ingredient Content (% by weight) Citrus Peel Extract 1.0 Green tea extract 1.0 glycerin 8.0 Butylene glycol 3.0 Floating paraffin 45.0 Beta glucan 7.0 Carbomer 0.1 Caprylic/Capric Triglyceride 3.0 Beeswax 4.0 Cetearyl glucoside 1.5 Sesqui oleic acid sorbitan 0.9 paraffin 1.5 Preservatives, colors, flavors Appropriate amount Purified water Balance system 100

[Formulation Example 5] Pack

A pack was prepared by a conventional method according to the composition shown in Table 10 below.

ingredient Content (% by weight) Citrus Peel Extract 1.0 Green tea extract 1.0 glycerin 4.0 Polyvinyl alcohol 15.0 Hyaluronic acid extract 5.0 Beta glucan 7.0 Allantoin 0.1 Nonyl phenyl ether 0.4 Polysorbate 60 1.2 Ethanol preservative Appropriate amount Preservatives, flavoring Appropriate amount Purified water Balance system 100

[Formulation Example 6] Drug for topical administration (patch)

According to the composition shown in Table 11 to prepare a patch by a conventional method.

ingredient Content (% by weight) Citrus Peel Extract 1.0 Green tea extract 1.0 Beta-1,3-glucan 3.0 Diethylamine 0.7 Sodium sulfite 0.1 Polyoxyethylene lauryl ether (E.O=9) 1.0 Polyhydroxyethylene cetyl stearyl ether (Cetomacrogol 1000) 1.0 Viscous paraffin oil 2.5 Caprylic acid ester/capric acid ester (Cetiol LC) 2.5 Polyethylene glycol 400 3.0 Polyacrylic acid (Carbopol 934P) 1.0 Purified water Balance system 100

Those skilled in the art to which the present invention pertains will be able to make various applications and modifications within the scope of the present invention based on the above.

As described above, a specific part of the present invention has been described in detail, and it is clear that this specific technique is only a preferred embodiment for those of ordinary skill in the art, and the scope of the present invention is not limited thereto. Therefore, it will be said that the substantial scope of the present invention is defined by the appended claims and their equivalents.

Claims (30)

An antioxidant cosmetic composition comprising a citrus peel extract containing tangeretin and a green tea extract containing EGCG as active ingredients. delete delete delete delete delete The cosmetic composition for antioxidants according to claim 1, wherein the citrus peel extract is contained in an amount of 0.001 to 10% by weight based on the total weight of the composition. The cosmetic composition for antioxidants according to claim 1, wherein the green tea extract is contained in an amount of 0.001 to 99.9% by weight based on the total weight of the composition. The cosmetic composition according to claim 1, wherein the extract is obtained by filtration, reduced pressure, and concentration after extracting the raw material by immersing it in an organic solvent. The cosmetic composition according to claim 9, wherein the organic solvent is at least _{one selected} from C ₁ to C ₄ anhydrous or hydrous alcohol, acetone, ethyl acetate, chloroform, glycerin, propylene glycol, and butylene glycol. A composition for external application for skin for preventing skin erythema comprising citrus peel extract containing tangeretin and green tea extract containing EGCG as active ingredients. delete delete delete delete delete The composition for external application for skin for preventing skin erythema according to claim 11, wherein the citrus peel extract is contained in an amount of 0.001 to 10% by weight based on the total weight of the composition. The composition for topical skin application for preventing skin erythema according to claim 11, wherein the green tea extract is contained in an amount of 0.001 to 99.9% by weight based on the total weight of the composition. The composition for external application for skin for preventing skin erythema according to claim 11, wherein the extract is obtained by filtration, reduced pressure, and concentration after extracting the raw material by immersing it in an organic solvent. The composition of claim 19, wherein the organic solvent is at least _{one selected} from C ₁ to C ₄ anhydrous or hydrous alcohol, acetone, ethyl acetate, chloroform, glycerin, propylene glycol, and butylene glycol. . A cosmetic composition for improving skin tone comprising citrus peel extract containing tangeretin and green tea extract containing EGCG as active ingredients. delete delete delete delete delete The cosmetic composition for improving skin tone according to claim 21, wherein the citrus peel extract is contained in an amount of 0.001 to 10% by weight based on the total weight of the composition. The cosmetic composition for improving skin tone according to claim 21, wherein the green tea extract is contained in an amount of 0.001 to 99.9% by weight based on the total weight of the composition. The cosmetic composition for improving skin tone according to claim 21, wherein the extract is obtained by filtration, reduced pressure, and concentration after extracting the raw material by immersing it in an organic solvent. The cosmetic composition for improving skin tone according to claim 29, wherein the organic solvent is at least _{one selected} from C ₁ to C ₄ anhydrous or hydrous alcohol, acetone, ethyl acetate, chloroform, glycerin, propylene glycol, and butylene glycol.

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