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Skin whitening composition containing arbutin derivative

A technology of arbutin and derivatives, applied in skin care preparations, cosmetic preparations, cosmetics, etc., can solve the problem of not finding p-hydroxyphenyl2

Active Publication Date: 2016-03-16
现代百朗德株式会社 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, p-hydroxyphenyl2,3,4,6-tetra-O-acetyl-β of the present invention has not been found

Method used

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  • Skin whitening composition containing arbutin derivative
  • Skin whitening composition containing arbutin derivative
  • Skin whitening composition containing arbutin derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0082] Example 1: Synthesis of arbutin derivative (p-hydroxyphenyl2,3,4,6-tetra-O-acethyl-β-D-glucoside)

[0083] Pentaacetylglucopyranoside (PAG) 390g (Sigma-Aldrich, USA), hydroquinone 110g (Sigma-Aldrich, USA), toluene 1L (Sigma-Aldrich, USA), triethylamine 10g (Sigma-Aldrich, USA) in a mixed solution Slowly add 0.1 g of the catalyst-p-toluenesulfonic acid hydrate (Sigma-Aldrich, USA), and make it react at a reaction temperature of 60°C for 5 hours while stirring vigorously. After the reaction, 2L of water and 3L of ethyl acetate were added, and the organic layer was separated and washed with water. The organic layer was removed from the solvent in a vacuum evaporator, and then separated according to silica gel column chromatography (columnchromatography), and after purification, 240 g of arbutin derivatives were obtained.

experiment example 1

[0084] Experimental example 1: Mushroom tyrosinase activity hindering effect

[0085] The obstructive activity of mushroom tyrosinase is generally measured by spectroscopy, which is measured by our laboratory according to Vanni et al. (Vanni A. atal., Annalidi Chimica, 80(35), 1990). 0.1M potassium phosphate buffer (PotassiumPhosphatebuffer, pH6.8) 1.0ml, 0.3㎎ / ml L-tyrosine (L-tyrosine) aqueous solution 1.0ml and 1250unit / ml mushroom tyrosinase (mushroomtyrosinase) 0.1ml after mixing, in According to the concentration, 0.2ml of the sample solution was added, and the enzymatic reaction was carried out at 37°C for 10 minutes. The positive control group was arbutin (arbutin, Bioland). The absorbance of the reaction solution was measured at 480 nm, and the enzymatic interference activity of the sample was calculated according to the following formula 1, and the results are shown in Table 1.

[0086] [Formula 1]

[0087] Mushroom tyrosinase inhibition rate (%)=[(A-B) / A]x100

[0088] A: A...

experiment example 2

[0093] Experimental Example 2: Cytotoxicity assay using B16 melanoma cells

[0094] Using arbutin derivatives as samples, the cell viability of B16 melanoma cells was measured. The specific content is: B16 melanoma cells (ATCCCRL6323) in DMEM (Dulbecco'smodifiedEagle's Medium) medium supplemented with 10% small serum, with 1x10 5 Cell density is seeded, then in 5% CO 2 , Cultivate one day at 37℃. Then, after changing to a new DMEM10% medium, the samples were processed in wells of different concentrations and cultured for 3 days. After 3, remove the medium, treat 1ml of 0.33㎎ / ml MTT ((3-[4,5-dimethylthiazole-2-yl]-2,5-diphenyltetrazoliumbromide), SigmaM5655), react at 37℃ for 4 hours , Then remove MTT, add 1mL of DMSO (dimethylsulfoxide), measure the degree of color development at 575nm as absorbance. All experiments were repeated 3 times, and the average was calculated after statistical processing. The results are shown in Table 2 and figure 1 Shown.

[0095]

[0096] [Table 2]...

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Abstract

The present invention relates to a skin whitening cosmetic composition, and a pharmaceutical composition for treating or preventing skin pigmentation diseases, containing an arbutin derivative of the following chemical formula (1) as an active ingredient. According to the present invention, the skin whitening cosmetic composition, and a pharmaceutical composition for treating or preventing skin pigmentation diseases, containing the arbutin derivative as an active ingredient, show remarkable whitening effects through a tyrosinase activity inhibitory effect and a melanin biosynthesis inhibitory effect and have excellent stability, and thus can be applied as a cosmetic material and a pharmaceutical composition.

Description

Technical field [0001] The present invention relates to a skin whitening composition containing an arbutin derivative, in particular to a skin whitening cosmetic raw material composition containing the following chemical formula (1) arbutin derivative as an effective ingredient, and skin pigmentation diseases And preventive pharmaceutical composition. [0002] [Chemical formula 1] [0003] Background technique [0004] The pigmentation that appears on the skin such as moles and freckles is due to the increase of melanin in the epidermis. The important reason for determining the color of the skin is also melanin. The melanosomes present in the basal layer of the epidermis produce melanin in small organs. It is split and activated indirectly by ultraviolet rays. The synthesis of activated tyrosinase is promoted, and the production of melanin is enhanced, and it is transported and discharged to the epidermis. (VJ Hearing and M. Jimenez., Int. J. Biochem, 19(20), p. 1141, 1987., I....

Claims

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Application Information

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IPC IPC(8): A61K8/60A61K8/34A61Q19/02A61Q19/00
CPCA61K8/602A61Q19/02A61K8/34A61K8/55A61K8/60A61Q19/00
Inventor 金基镐金荣熙金镇国朴慧琳李受莲金基洙卢勇金庚泰陈秀玉刘畅
Owner 现代百朗德株式会社
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