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Ginsenoside fatty acid ester compound, preparation method thereof and cosmetic composition containing same

A technology for saponin fatty acid and ester compounds, which is applied in the field of ginsenoside fatty acid ester compounds, can solve the problems of low skin penetration and little effect, and achieve the effects of improving hydrophobicity, inhibiting expression, and inhibiting the formation of melanin.

Active Publication Date: 2021-09-07
AMOREPACIFIC CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, the skin penetration of ginsenoside F1 or compound K is very low, so even if the cosmetic composition includes these ingredients, the amount that can penetrate or absorb into the skin is very small, and the actual effect is little

Method used

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  • Ginsenoside fatty acid ester compound, preparation method thereof and cosmetic composition containing same
  • Ginsenoside fatty acid ester compound, preparation method thereof and cosmetic composition containing same
  • Ginsenoside fatty acid ester compound, preparation method thereof and cosmetic composition containing same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0100] [Embodiment 1] Preparation of the compound of chemical formula 2

[0101] Into a pressure vessel (Pressure Tube), inject the compound of above-mentioned chemical formula 8 (compound K, 1eq), vinyl palmitate (2.5eq), Molecular body (100wt%), Novozymes lipase 435 and anhydrous acetone (500wt%, 5 times of matrix), stirred at 45°C for 3 days for reaction.

[0102] After the reaction was completed, the obtained product was purified by silica gel column chromatography (ethyl acetate:methanol=10:1) to prepare the compound of chemical formula 2 (white solid, yield 75%).

[0103] 1H-NMR (300MHz, CDCl 3 )d 7.27(1H), 5.78(1H), 5.28(2H), 5.16(1H), 5.02(1H), 4.77(1H), 4.42(1H), 4.15(1H), 4.04(1H), 3.93(1H ),3.83(1H),3.56-3.47(3H),2.44(2H),2.35(3H),2.21(1H),2.15(1H),2.06(1H),1.90-1.87(3H),1.80-1.78( 2H), 1.72-1.61(13H), 1.57-1.41(5H), 1.31-1.25(14H), 1.16(4H), 1.07-1.00(4H), 0.93-0.88(12H)

Embodiment 2

[0104] [Embodiment 2] Preparation of the compound of chemical formula 3

[0105] Except using the compound of chemical formula 7 (ginsenoside F1, 1 eq) as the starting material, the same procedure as that of Example 1 was used to prepare the compound of chemical formula 3 (yield 85%).

[0106] 1H-NMR (300MHz, CDCl 3 )d 7.27(1H), 5.74(1H), 5.26-5.16(4H), 5.02(1H), 4.77(1H), 4.42(1H), 4.27-4.15(2H), 4.02(2H), 3.83(1H) ,3.56(1H),3.51(1H),3.37(1H),2.43(2H),2.34(3H),2.21-2.06(3H),1.92(1H),1.79-1.61(17H),1.57(3H), 1.41-1.35(8H),1.31-1.27(23H),1.2-1.12(2H),1.04-0.74(13H)

Embodiment 3

[0107] [embodiment 3] preparation of the compound of chemical formula 4

[0108] Except using the compound of chemical formula 8 (compound K, 2eq) as the starting material, the same procedure as that of Example 1 was used to prepare the compound of chemical formula 4 (yield 89%).

[0109] 1H-NMR (300MHz, CDCl 3 )d 7.27(1H), 5.74(1H), 5.26-5.16(4H), 5.02(1H), 4.77(1H), 4.42(1H), 4.27-4.15(2H), 4.02(2H), 3.83(1H) ,3.56(1H),3.51(1H),3.37(1H),2.43(2H),2.34(3H),2.21-2.06(3H),1.92(1H),1.79-1.61(17H),1.57(3H), 1.41-1.35(8H),1.31-1.27(23H),1.2-1.12(2H),1.04-0.74(13H)

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PUM

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Abstract

The present invention relates to a kind of ginsenoside fatty acid ester compound, its preparation method and the cosmetic composition containing it, specifically relates to a kind of ginsenoside fatty acid ester compound modified into a hydrophobic fatty acid ester compound and its According to the preparation method, the compound has excellent penetration through cutin of the skin, can effectively inhibit the expression of melanin and MMP‑1, and is very suitable for cosmetic compositions for whitening skin and improving wrinkles.

Description

technical field [0001] This application is claimed based on the priority benefits of Korean Invention Patent No. 10-2015-0137302 dated September 30, 2015, and all the contents disclosed in the documents of the corresponding Korean Invention Patent are included as part of this specification. [0002] The invention relates to a novel ginsenoside fatty acid ester compound with skin whitening and anti-oxidation effects, a preparation method thereof and a cosmetic composition containing the same. Background technique [0003] Ginseng (Panax ginseng C.A. Meyer) is a plant belonging to the genus Panax of the family Araliaceae. It is a crude drug that has been used in Korea, China, Japan and other countries for more than 2,000 years. It is empirically used to prevent diseases and prolong life. The effects and effects of ginseng known so far are: effects on the central nervous system, anticancer effects and anticancer activity, immune function regulation effects, antidiabetic effects...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H17/00C07J17/00C12P19/44C12P33/16A61K8/60A61K8/63A61K31/56A61K31/704A61Q19/00
CPCA61K8/60A61K8/63A61Q19/00A61K31/56A61K31/704C07H17/00C07J17/00C12P19/44C12P33/16
Inventor 洪勇德金东泫朴浚星
Owner AMOREPACIFIC CORP