KR100427556B1 - Makeup composition containing rucinol - Google Patents

Abstract

The present invention relates to a cosmetic composition containing rucinol, and relates to a cosmetic composition containing rucinol and sphingolipid and its metabolites.

The cosmetic composition of the present invention can delay and prevent aging of the skin by inhibiting oxidative damage of the biological material due to the excellent whitening and antioxidant action.

Description

Cosmetic composition containing rucinol {MAKEUP COMPOSITION CONTAINING RUCINOL}

[Industrial use]

The present invention relates to a cosmetic composition containing rucinol, and in particular to a cosmetic composition capable of delaying and preventing aging of the skin due to its excellent antioxidant action.

[Prior art]

Aging of the skin is due to oxidative damage of biomaterials by free radicals. In other words, highly reactive free radicals such as active oxygen such as hydrogen peroxide, hydroxy radicals, superoxide radicals, etc., oxidize the cell membranes, destroy cell membranes, oxidize proteins, attack nucleic acids, and cause oxidative damage. To destroy them and eventually kill the cells.

Causes of such skin aging include malnutrition of skin cells, excessive exposure to the sun, use of wrong cosmetics, and the like.

The nutritional deficiency of the skin cells is malnutrition of the skin cells due to nutritional imbalances, such as wrong eating habits and unreasonable diets, hydration of the skin by stopping the production of collagen (collagen) of the dermis due to nutritional deficiency of the cells There is a weakening of the skin connective tissue is lowered and the elasticity of the skin is reduced by the weakening of elastin fiber tissue, and also there is a lack of subcutaneous fat, loss of the elasticity of the skin is lost by the collapse of the subcutaneous fat layer.

In addition, due to the destruction of the ozone layer, the photoparticles containing ultraviolet rays emit negative (-) electrons and combine with the protein molecules that make up the skin cells. It is an unstable substance, and its chemical reaction is very strong, and it reacts with proteins of skin cells and changes them to other proteins, which greatly damages skin cells. It will age.

In addition, by using the wrong cosmetics to destroy the balance of sebum and moisture of the skin also causes skin aging.

Therefore, it is possible to prevent or delay aging of the skin by inhibiting oxidative damage of the biomaterial.

Antioxidant cosmetics, on the other hand, inhibit oxidative damage of the skin, including lipid peroxidation, thereby preventing or retarding aging of the skin.

Materials known to have antioxidant activity so far are dibutylhydroxytoluene (BHT), butylated hydroxy-anisole (BHA), DL-alpha-tocopherol (DL-α-tocopherol), as Corbic acid (ascorbic acid), beta-carotene (β-carotene), hydroquinone (hydroquinone), tretinoin (tretinoin), iseleic acid (azeleic acid) and the like are known.

Hydroquinone inhibits melanin synthesis by inhibiting the action of an enzyme called tyrosinase, which participates in the process of tyrosine metabolism to melanin. In addition, the formation and inhibition of melanin pigments and the degradation of the pigments produced, causing melanocyte necrosis, which prevents melanin pigmentation, but can cause contact dermatitis when applied to the skin is prohibited for use in cosmetics .

Recently, US Pat. No. 6,132,740 describes the effect of 4-cyclopentylresorcinol on the skin whitening effect, and Korean Patent Nos. 98-911 and 97-403097 describe the use of dibenzoylresorcinol as an ultraviolet absorber. Korean Patent No. 91-14074 describes the use of 5-bromo-2-methoxy resorcinol as an ultraviolet absorber, and Korean Patent No. 97-44919 describes 4,6-coupled. The use of dibenzoyl solesinol as a ultraviolet absorber is described.

Rucinol is structurally similar to the material contained in fir, and it is not only excellent in tyrosinase inhibitor, which is an enzyme that causes skin pigmentation due to ultraviolet rays, but also excellent in comparison with conventional whitening ingredients. There is an easy advantage.

Attempts have been made to make cosmetic compositions containing such rucinol, and there is a need for research on cosmetic compositions excellent in antioxidant effects as well as whitening.

An object of the present invention is to provide a cosmetic composition containing rucinol that is excellent in whitening and antioxidant activity.

It is another object of the present invention to provide a cosmetic composition containing rucinol, sphingolipid and its metabolite excellent in whitening and antioxidant activity.

Figure 1 is a graph showing the results of the absorbance to measure the toxicity test of rucinol against Malme-3M melanocytes according to Example 4 of the present invention.

Figure 2 is a graph showing the melanin concentration in order to measure the action of rucinol on the melanin synthesis inhibition of Malme-3M melanocytes according to Example 4 of the present invention.

3 is a graph showing a result of comparing the whitening effect of rucinol according to Example 5 of the present invention.

Figures 4 to 8 are A to domina Cr according to the fifth embodiment of the present invention, B to not control, C to control, D to lusinol 0.5 mg / D D, and rucinol 0.05 ㎎ / ㎗ This is a photograph showing the results of E applied before and after 1 week, 2 weeks, 3 weeks, 4 weeks after application.

In order to achieve the above object, the present invention provides a cosmetic composition containing rucinol represented by the following formula (1).

[Formula 1]

The present invention also provides a cosmetic composition containing the rucinol and sphingolipid and its metabolites.

Hereinafter, the present invention will be described in detail.

The inventors of the present invention conducted a study on rucinol, which has been commercialized as a whitening ingredient due to its excellent whitening effect, confirms the whitening and antioxidant effects of rucinol, and also combines sphingolipid and its metabolites with rucinol to produce a whitening effect. In addition, it was confirmed that the effect is excellent also in the antioxidant action, to complete the present invention based on this.

The present invention was formulated with 0.001 to 5% by weight of rucinol in skin cosmetics to prepare a cosmetic composition excellent in whitening and antioxidant action.

Lucisin used in the present invention is 4-n-butyl-resorcinol represented by the formula (1) as 2,4-dihydrooxypropiophenone (2,4-dihydroxypropi ophenone) Dissolve 1.66 mg in 20 mL ethanol, 80 mL conc hydrochloric acid and add 50 mg zinc amalgam. Approximately 1.5 mg of crude extract is prepared by chromatography on a column of silicic acid, eluting with chloroform and crystallizing with chloroform-hexane (Mizoguchi and Sato, 1975).

In addition, rucinol not only inhibits tyrosinase, an enzyme that causes skin pigmentation by ultraviolet rays, but also acts as an antioxidant to prevent skin aging by preventing skin cell exposure from ultraviolet rays.

In addition, the compounding quantity of the said rucinol to skin cosmetics is not limited, but 0.001-5 weight% is preferable.

In addition, the present invention was formulated with a cosmetic composition excellent in whitening and antioxidant activity by combining 0.001 to 5% by weight of rucinol and 0.01 to 20% by weight of sphingolipid and its metabolite.

Ceramide derivatives such as ceramide or sphingosine-1-phosphate (SPP), which are collectively known as sphingolipids and their metabolites (sphingolipids), are major lipids that form the membrane structure of higher cells such as animals, plants, and yeast. Recently, many studies have been conducted as the bioactive functions such as the differentiation of cells and the role of intermediate transporter of the signaling system have been revealed. In particular, the sphingolipid and its metabolites, which are present in the skin tissue (stratum comium) of human skin and inhibit moisture divergence and prevent skin drying, are found in various forms of natural or synthetic sphingolipid as a functional composition of cosmetics and The metabolite began to be used.

Ceramide (ceramide) is a very important component in the outer skin of the skin epidermal layer, and plays an important role in forming and preserving the lipid impermeable membrane having water retention capacity of the skin. In addition, the efficacy of cosmetics by controlling the growth and division of melanocytes (melanocyte) to further improve the healthy skin structure and tissue, and to strengthen damaged skin recovery and protection.

In addition, the amount of rucinol and sphingolipid and its metabolite to the skin cosmetic is not limited, but it is preferable to contain 0.001 to 5% by weight of rucinol and 0.01 to 20% by weight of sphingolipid and its metabolite.

The cosmetic composition containing rucinol of the present invention, and the cosmetic composition containing rucinol and sphingolipid and its metabolites are ordinary ingredients which are formulated in general skin cosmetics, such as oils, water, surfactants, humectants, and lower alcohols. It is possible to apply and mix as much as necessary a thickener, a chelating agent, a pigment, a preservative, a fragrance | flavor, etc.

In addition, the cosmetic composition is used for the skin, such as supple cosmetics (skin), astringent cosmetics, nourishing cosmetics (lotion), nutrition cream, massage cream, essence, pack, powder, ointment, suspension, emulsion, spray, or cosmetics It may be prepared in a conventional cosmetic form, and may include various conventional carriers and additives suitable for each of these formulations and well known in the art.

In addition, the cosmetic composition containing the rucinol of the present invention, and the cosmetic composition containing rucinol and sphingolipid and its metabolites can be prepared as a skin contact material in contact with the skin such as cosmetics, detergents and fibers.

Hereinafter, preferred examples are provided to aid in understanding the present invention. However, the following examples are provided only to more easily understand the present invention, and the present invention is not limited to the following examples.

Example 1 Cosmetic Composition Containing Rucinol

Flexible Cosmetic (Skin) Manufacturing

0.01% by weight of rucinol, 5.0% by weight of glycerin, 3.0% by weight of 1,3-butylene glycol, 1.0% by weight of Fiji 1500, 0.1% by weight of allantoin, 0.3% by weight of DL-panthenol, 0.02% by weight of EDTA-2NA, benzophenone- 9 0.04% by weight, sodium hyaluronate 5.0% by weight, ethanol 10.0% by weight, octyldodeces-16% by weight, polysorbate by 20% by weight, and a trace amount of preservatives, flavors, pigments and the remaining purified water was mixed Containing softening water containing was prepared.

Convergent Cosmetic Manufacturing

0.01% by weight of rucinol, 2.0% by weight of glycerin, 2.0% by weight of 1,3-butylene glycol, 1.0% by weight of Fiji 1500, 0.2% by weight of allantoin, 0.2% by weight of DL-panthenol, 3.0% by weight of sodium hyaluronate, 15.0 of ethanol Concentrated longevity containing rucinol by mixing weight%, 0.2% by weight of octyldodeces-16, 0.3% by weight of polysorbate, 2.0% by weight of witch hazel extract, and trace amounts of citric acid, preservatives, fragrances, pigments and residual purified water Was prepared.

Nutritional Cosmetic Water (Lotion) Manufacturing

0.01% by weight of rucinol, 5.0% by weight of glycerin, 3.0% by weight of 1,3-butylene glycol, 5.0% by weight of sodium hyaluronate, 10.0% by weight of ethanol, 60% by weight of polysorbate, 1.5% by weight of glycerylstearate ace, Cetearyl alcohol 1.5% by weight, lanolin 1.5% by weight, sorbitan stearate 0.5% by weight, vegetable oil 1.0% by weight, mineral oil 5.0% by weight, squalane 3.0% by weight, trioctanoin 2.0% by weight, dimethicone 0.8% by weight, Tocopherol acetate 0.5% by weight, carboxyvinyl polymer 0.12% by weight, triethanolamine 0.1% by weight, and a small amount of preservatives, flavors, pigments and the remaining amount of purified water was mixed to prepare a nutritive cosmetic water containing rucinol.

Example 2 Cosmetic composition containing rucinol, sphingolipid, and its metabolite

Flexible Cosmetic (Skin) Manufacturing

In the preparation of the flexible cosmetic of Example 1, it was carried out in the same manner as in the flexible cosmetic preparation of Example 1 except that 0.01% by weight of the mixed solution of rucinol and sphingolipid and its metabolites instead of 0.01% by weight of rucinol. .

Convergent Cosmetic Manufacturing

In the convergence cosmetics of Example 1 was prepared in the same manner as in Example 1 except that 0.01% by weight of the mixed solution of rucinol and sphingolipid and its metabolite instead of 0.01% by weight of rucinol was added. .

Nutritional Cosmetic Water (Lotion) Manufacturing

In the preparation of nutrient lotion of Example 1, except that 0.01% by weight of the mixed solution of rucinol and sphingolipid and its metabolites instead of 0.01% by weight of rucinol was carried out in the same manner as in the preparation of nutrient lotion of Example 1. .

Example 3 Antioxidant Activity Test

Antioxidant activity of rucinol, dibutyl hydroxyltoluene (BHT), butylated hydroxy-anisole (BHA) As measured by the DPPH method for measuring the scavenging effect of -2-picrylhydrazyl radical (1,1-diphenyl-2-picrylgydrazyl radical), the antioxidant activity of rucinol was dibutyl hydroxyl as shown in Table 1 below. It appeared similar to toluene (BHT).

division 5 ug / mL 10 ug / mL 50 ug / mL 200 ug / mL Rucinol 10.2% 22.9% 52.5% 80.2 DL-Alpha-Tocopherol 56.1% 78.8% 78.8% 84.4% Butylated Hydroxy Anisole 35.6% 67.1% 79.0% 84.9% Dibutylhydroxytoluene 7.6% 17.5% 47.7% 82.6%

Example 4 Whitening Effect of Lucisin

1. Cell Culture

Malme-3M melanocytes were cultured in RPM1 medium supplemented with 5% CO ₂ , 10% fetal bovine serum (FBS), 50 μg / mL streptomycin, and 50 μg / mL penicillin at 37 ° C.

2. Experimental Toxicity of Rucinol on Malme-3M Melanocyte

The degree of toxicity of rucinol against Malme-3M melanocytes was determined by MTT assay.

Malme-3M melanin cells cultured as described above and the experimental group incubated together with Lucisin for 72 hours and the untreated Malme-3M melanin cells treated as a control group and sprayed on a 24-well plate (1 × 104 cells / well), at 37 ° C., 5% CO ₂ and incubated by adding rucinol at concentrations of 0, 10, 100, 1000 uM. 100 μl / well MTT solution (5 mg / mL) was added thereto, followed by incubation for 4 hours. After incubation, the suspension was removed and the formazan crystals were dissolved in 1 mL of dimethylsulfoxide, and the absorbance was measured at 540 nm using an ELISA reader and the results are shown in FIG. 1.

1, as a result of treating rucinol at a concentration of 10, 100, 1000 uM, the experimental group treated with rucinol at a concentration of 100 uM or less showed no toxic effect on Malme-3M melanocytes compared to the control group. Could.

3. Experimental Inhibition of Melanin Synthesis of Lucimeol's Malme-3M Melanocytes

Malme-3M melanocytes were spread on a 100 mm culture dish and incubated for 5 days with the addition of rucinol at concentrations of 0, 10, 100, 1000 uM. After incubation, the cells were collected by brief trypsinization, the suspension was centrifuged and washed, and the cell number was measured using a haemocytometer. The absorbance of the suspension was measured at 300 nm using an ELISA reader. Standard curves of melanin synthesis concentration (5 μg / mL to 300 μg / mL) were prepared by three experiments on 96 well plates, respectively, and the melanin concentration was calculated using the results.

2, it can be seen that rusinol exhibited a melanin synthesis inhibitory effect of 33% at a concentration of 100 uM.

Example 5 Measurement of the whitening effect of rucinol

To measure the whitening effect of rucinol, subjects were treated with domina Cr A, no control B, control C, rucinol 0.5 mg / dL, and rucinol 0.05 mg / dL The melanin index was measured by confirming the results before and after 1 week, 2 weeks, 3 weeks, and 4 weeks after application.

Figure 3 is a graph showing the results of comparing the whitening effect for each of A, B, C, D, and E and Figures 4, 5, 6, 7, and 8 are A, B, C, D The results of the measurement before, (E) and E after 1 week (Fig. 5), 2 weeks (Fig. 6), 3 weeks (Fig. 7), and 4 weeks (Fig. 8) after application, Lucisin of the present invention was confirmed to exhibit the same level or more than hydrokinone in the whitening effect.

As described above, the cosmetic composition containing the rucinol of the present invention can delay and prevent aging of the skin by inhibiting oxidative damage of biological substances due to the whitening and antioxidant action.

Claims (8)

An antioxidant cosmetic composition containing rucinol represented by the following formula (1). [Formula 1] The method of claim 1, Antioxidant cosmetic composition containing 0.001 to 5% by weight relative to the Lucino skin cosmetic. The method of claim 1, An antioxidant cosmetic composition further comprising sphingolipid in the cosmetic composition. The method of claim 3, wherein Antioxidant cosmetic composition containing the sphingolipid in an amount of 0.01 to 20% by weight based on the skin cosmetic. The method of claim 3, wherein Antioxidant cosmetic composition wherein the sphingolipid is active-ceramide. The method of claim 1, Antioxidant cosmetic composition, characterized in that the cosmetic composition is selected from the group consisting of softening cosmetics, astringent cosmetics, nourishing cosmetics, nutrition cream, massage cream, essence, pack, powder, ointment, suspension, emulsion, spray, and cosmetic liquid. delete delete