KR19980034291A - Skin whitening composition containing galloylgalactose - Google Patents

Abstract

The present invention relates to a composition for skin whitening containing galloyl galactose as an anti-finite freckles and a skin whitening agent.

Description

[Name of invention]

Skin whitening composition containing galloylgalactose

Detailed description of the invention

[Purpose of invention]

The present invention relates to a composition for skin whitening containing galloyl galactose as an anti-finite freckles and a skin whitening agent.

[Technical Field to which the Invention belongs and Prior Art in the Field]

It is everyone's constant desire to have white, fair skin. 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 light, fatigue and stress. Melanin is a type of amino acid tyrosine (tyrosine) enzyme called tyrosinase (tyrosinase) acts to convert to dopa (DOPA), dopaquinone (dopaquinone) is produced through a non-enzymatic oxidation reaction. Because tyrosinase plays such an important role in melanin synthesis process, by combining substances having inhibitory activity against tyrosinase, such as hydroquinone, ascolic acid, kojic acid, and glutathione, in ointments or cosmetics, Although it has been used for the purpose of skin whitening, blemishes, and freckles, the use is limited because it causes irritation to skin or poor product stability, and the effect is also weak.

[Technical problem to be achieved]

The present inventors have conducted numerous studies and experiments to solve these problems and to develop better whitening materials. As a result, galloyl galactose isolated from natural products while searching for a material having excellent whitening effect among natural products that have already been proved in safety. In addition to showing excellent inhibitory effect of tyrosinase, it was found that the melanin production inhibitory experiments using cultured cells and experiments on humans have completed the present invention.

[Configuration and Function of Invention]

The present invention relates to a composition for skin whitening, characterized in that it contains 0.001 to 20% by weight of galloyl galactose with respect to dry weight.

The galloyl galactose used in the present invention is 1-o-galloyl-β-D-galactose, 2-o-galloyl-D-galactose, 3-o-galloyl-D-galactose, 4-o-galloyl -D-galactose, 6-o-galloyl-D-galactose, 1,2-di-o-galloyl-β-D-galactose, 1,3-di-o-galloyl-β-D-galactose, 1,4-di-o-galloyl-β-D-galactose, 1,6-di-o-galloyl-β-D-galactose, 2,3-di-o-galloyl-D-galactose, 2 , 4-di-o-galloyl-D-galactose, 2,6-di-o-galloyl-D-galactose, 3,4-di-o-galloyl-D-galactose, 3,6-di- o-galloyl-D-galactose, 4,6-di-o-galloyl-D-galactose, 1,2,3-tri-o-galoyl-β-D-galactose, 1,2,4-tree -o-galloyl-β-D-galactose, 1,2,6-tri-o-galloyl-β-D-galactose, 1,3,4-tri-o-galloyl-β-D-galactose, 1,3,6-tri-o-galloyl-β-D-galactose, 1,4,6-tri-o-galloyl-β-D-galactose, 2,3,4-tri-o-galloyl -D-galactose, 2,3,6-tri-o-galloyl-D-galactose, 2 , 4,6-tri-o-galloyl-D-galactose, 3,4,6-tri-o-galloyl-D-galactose, 1,2,3,4-tetra-o-galloyl-β- D-galactose, 1,2,3,6-tetra-o-galloyl-β-D-galactose, 1,2,4,6-tetra-o-galloyl-β-D-galactose, 2,3, 4,6-tetra-o-galloyl-D-galactose, 1,3,4,6-tetra-o-galloyl-β-D-galactose and 1,2,3,4,6-penta-o- One or two or more selected from galloyl-β-D-galactose.

According to the present invention, galloyl galactose is added in an amount of 0.001-20% by weight, preferably 0.01-10% by weight, based on the dry weight of the skin external ointment or cosmetic. When using galloylgalactose less than 0.001% by weight it is difficult to expect a sufficient whitening effect, when using more than 20% by weight affects the formulation and product stability and can not be expected to further increase the effect of overuse Not economical

The skin whitening composition of the present invention is a common cosmetic ingredient in addition to the above galloyl galactose as emulsifiers, solubilizers, oils, waxes, fatty alcohols, polymers, moisturizers, skin protectants, thickeners, film forming agents, antioxidants, metal ions Blocking agents, sunscreens, discoloration inhibitors, vitamins, astringents, fragrances, pigments, preservatives and the like can be used in a wide variety of applications and properties of the cosmetic.

Skin whitening composition according to the present invention was found to be very effective when used as an external skin ointment or cosmetic. Here, the cosmetics include softening cream, nutrient cream, nourishing cream, massage cream, essence, pack and the like.

Hereinafter, the present invention will be described in more detail based on Experimental Examples and Examples. However, it should not be understood that the technical scope of the present invention is limited thereto.

[Production example]

Isolation of Galloylgalactose

48.5 kg of fresh Echohorbia Helioscopia L. starch is finely chopped and soaked in 50 L of 80% acetone solution and extracted at room temperature for 10 days. The extract was concentrated with a vacuum concentrator, filtered through a filter paper (Whatman No. 1) to remove the precipitate, and dried under reduced pressure to obtain 840 g of the extract. 5 fractions were obtained by using sephadex LH-20 column chromatography (H ₂ O-MeOH → H ₂ O-acetone). Fraction 3 (335 g) of these fractions was prepared using MCl-gel CHP 20P (H ₂ O → MeOH), sephadex LH-20 (H ₂ O → MeOH) and Bondapak C18 / Poracil B (H ₂ O → MeOH). g of 2-o-galloyl-D-galactose was isolated.

Experimental Example 1

Tyrosinase inhibitory effect was measured as follows on galloyl galactose isolated in Preparation Example.

Enzyme tyrosinase was extracted from the mushroom (mushroom), Sigma (Sigma) was used. First, a solution of tyrosine, a substrate, was dissolved in sodium phosphate buffer (0.05 mol, pH 6.8) in a concentration of 1.5 mM, and 0.1 ml of 0.3 ml spectrophotometer Cuvette was added, and a cofactor of waveguide was 0.6 mM. Make a concentration and add 0.01 ml each. To this, galloylgalactose is added in different concentrations, and sodium phosphate buffer is added so that the volume of each added galloylgalactose is 0.1 ml. Here, tyrosinase is prepared in sodium phosphate buffer at 60 U / ml, and 0.1 ml of each is added to proceed with the reaction. At this time, the control group (Blank) is added only 0.1ml of buffer instead of tyrosinase.

The reaction was carried out at 37 ° C. using a spectrophotometer (Beckman DU-7500), and the change in absorbance at 475 nanometers was measured for 5 minutes every minute. The inhibition rate of tyrosinase was determined by the difference of the reaction rate (rate of change in absorbance with time, dA / dmim) obtained as follows.

The concentration of galloyl galactose when the inhibition rate is 50% was expressed as IC 50 (inhibition concentration 50), the IC 50 value for each galloyl galactose is shown in Table 1 below.

TABLE 1

Tyrosinase Inhibitory Effect of Galoylgalactose (IC50)

From the results of Table 1, it can be seen that galloyl galactose has an excellent inhibitory effect on tyrosinase.

Experimental Example 2

The whitening effect at the cellular level was examined by adding galloylgalactose isolated in the above preparation to the culture of rat melanoma cells (B-16 mouse melanoma cells) (Lotan R., Lotan D. Cancer Res. 40: 3345-3350, 1980).

Galoylgalactose is added to the medium for culturing B-16 melanoma cells and cultured for 3 days, and then the cells are trypsinized, separated from the culture vessel, centrifuged, and melanin is extracted. To this, 1 ml of sodium hydroxide solution (1N concentration) was added, boiled for 10 minutes to dissolve the melanin, and the absorbance was measured at 400 nanometers using a spectrophotometer indicating the amount of melanin produced as the absorbance of a unit cell allowance (10 ⁶ cells). It was performed by the method. The results are shown in Table 2 below.

TABLE 2

Inhibitory Effect of Galoylgalactose on Melonogenesis in B-16 Melanoma Cells

* Repeat count = 3

From the results of Table 2, it can be seen that galloyl galactose has a strong and excellent melanin production inhibitory ability. This demonstrates that the composition for skin whitening of the present invention can be very usefully used for improving skin or freckles or skin whitening.

Thus, the composition for skin whitening of Examples 1 to 5 was prepared according to the following composition ingredients and composition ratios with galloyl galactose having an excellent melanin inhibitory effect.

Example 1

Example 2

Example 3

Example 4

Example 5

Experimental Example 3

20m healthy male subjects were covered with 2 foils of aluminum foil with 3 lines of 2cm x 2cm in the upper arm of one arm and 120mJ / ㎠ light at 50cm distance using ORIEL, Solar Simulator 1000W. Was investigated. The irradiation site was washed well with 70% aqueous ethanol solution before irradiation. After UV irradiation, Examples 1, 4, and 5 were applied to one row of three irradiation sites, and each base was applied twice a day for four weeks to the other row. Four weeks later, the degree of pigmentation was visually determined by comparison with the control group (gigi coating), and the criterion was a three-step evaluation of remarkable inhibitory effect, slight inhibitory effect, and no inhibitory effect. The results are shown in Table 3 below.

TABLE 3

Pigmentation inhibitory effect (persons)

As can be seen from the results of Table 3, Examples 1, 4, and 5 according to the present invention all have at least 14 or more pigmentation inhibitory effects. Demonstrates an inhibitory effect.

Claims (6)

A skin whitening composition comprising galloyl galactose in an amount of 0.001-20% by weight based on dry weight. The method of claim 1 wherein the galloylgalactose is 1-o-galloyl-β-D-galactose, 2-o-galloyl-D-galactose, 3-o-galloyl-D-galactose, 4-o-gallo Yl-D-galactose, 6-o-galloyl-D-galactose, 1,2-di-o-galloyl-β-D-galactose, 1,3-di-o-galloyl-β-D-galactose , 1,4-di-o-galloyl-β-D-galactose, 1,6-di-o-galoyl-β-D-galactose, 2,3-di-o-galloyl-D-galactose, 2,4-di-o-galloyl-D-galactose, 2,6-di-o-galoyl-D-galactose, 3,4-di-o-galloyl-D-galactose, 3,6-di -o-galloyl-D-galactose, 4,6-di-o-galloyl-D-galactose, 1,2,3-tri-o-galoyl-β-D-galactose, 1,2,4- Tri-o-galloyl-β-D-galactose, 1,2,6-tri-o-galloyl-β-D-galactose, 1,3,4-tri-o-galloyl-β-D-galactose , 1,3,6-tri-o-galloyl-β-D-galactose, 1,4,6-tri-o-galoyl-β-D-galactose, 2,3,4-tri-o-gallo Yl-D-galactose, 2,3,6-tri-o-galloyl-D-galactose, 2,4,6- Li-o-galloyl-D-galactose, 3,4,6-tri-o-galloyl-D-galactose, 1,2,3,4-tetra-o-galloyl-β-D-galactose, 1 , 2,3,6-tetra-o-galloyl-β-D-galactose, 1,2,4,6-tetra-o-galloyl-β-D-galactose, 2,3,4,6-tetra -o-galloyl-D-galactose, 1,3,4,6-tetra-o-galoyl-β-D-galactose and 1,2,3,4,6-penta-o-galloyl-β- A composition for skin whitening, characterized in that one or two or more selected from D-galactose. The skin whitening composition according to claim 1, which contains 0.01-10% by weight of galloylgalactose. The composition for skin whitening according to claim 1, which is a cosmetic composition. The skin whitening composition according to claim 1, which is a composition for external application of the skin. 5. The composition for skin whitening according to claim 4, wherein the cosmetic is a softening cream, a nutrient cream, a nourishing cream, a massage cream, an essence or a pack.