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Application of genistein benzyl piperazine derivative compounded persimmon tannin to respect of whitening

A technology of benzyl piperazine and genistein, applied in the field of cosmetics, can solve the problems of harsh reaction conditions, low TYR inhibition rate, complex preparation process and the like

Inactive Publication Date: 2019-05-07
SHANDONG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Although the application of genistein benzylpiperazine derivatives in whitening has been reported, their inhibition rate on TYR is relatively low, and its preparation process is relatively complicated, the reaction conditions are relatively harsh, and it is difficult to achieve mass production

Method used

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  • Application of genistein benzyl piperazine derivative compounded persimmon tannin to respect of whitening
  • Application of genistein benzyl piperazine derivative compounded persimmon tannin to respect of whitening
  • Application of genistein benzyl piperazine derivative compounded persimmon tannin to respect of whitening

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] 1 Materials and methods

[0031] 1.1 Experimental reagents and raw materials

[0032] Persimmons were picked in Tieshan Horticultural Farm, Zibo City, Shandong Province, 8 ripe persimmons; methanol, ethanol: Yantai Shuangshuang Chemical Co., Ltd.; AB-8 macroporous resin, Donghong Chemical Co., Ltd.; guinea pigs IL-6, IL-8 , DKK1, SOD, CAT, GPX, TYR kits were purchased from Shanghai Lanpai Biotechnology Co., Ltd.; arbutin was purchased from Shanghai Jingchun Biochemical Technology Co., Ltd.; sodium sulfide was purchased from Tianjin Zhiyuan Chemical Reagent Co., Ltd.; Analytical pure.

[0033] 1.2 Test equipment

[0034] Freeze dryer, Beijing Boyikang Experimental Instrument Co., Ltd.; rotary evaporator, Shanghai Yarong Biochemical Instrument Factory; precision analytical balance ALC210.3, Shanghai Gaozhi Precision Instrument Co., Ltd.; YY0027-90 incubator, Weifang Medical, Shandong Province Equipment factory; BILONJJ-2 tissue smasher, Shanghai Bilang Instrument Co., ...

Embodiment 2

[0065] 1 Materials and methods

[0066] 1.1 Experimental reagents and raw materials

[0067] 1.2 Test equipment

[0068] With embodiment 1 1.1, 1.2.

[0069] 1.3 Preparation of persimmon tannins

[0070] The extraction temperature of the ultrasonic extractor was set at 80° C., the ultrasonic power was 170 W, and the ultrasonic time was 1.5 h. The concentration of the persimmon tannin crude extract was configured to be 2.5 mg / mL, and was slowly dripped into the chromatography column at a speed of 3 mL / min. All the other operations are the same as 1.3 of embodiment 1.

[0071] 1.4 Sample processing

[0072] 1.4 with embodiment 1.

[0073] 1.5 UVB-induced skin pigmentation in guinea pigs

[0074] 1.5 with embodiment 1.

[0075] 1.6 Detection of the content of each factor

[0076] SOD, CAT, and GPX were used to replace IL-6, IL-8, and DKK1 for detection, and the rest of the operations were the same as those in 1.6 of Example 1.

[0077] 2 Experimental results and analysi...

Embodiment 3

[0093] 1 Materials and methods

[0094] 1.1 Experimental reagents and raw materials

[0095] 1.2 Test equipment

[0096] With embodiment 1 1.1, 1.2.

[0097] 1.3 Preparation of genistein benzylpiperazine derivatives

[0098] (1) Add 270mg of genistein, 25mL of absolute ethanol, and 0.08mL of 37% methanol aqueous solution into a 50mL round bottom flask;

[0099] (2) Heating to 55~60°C, after the reaction solution is clarified, add 1-benzylpiperazine with a molar ratio of 1~1.1 times of genistein;

[0100] (3) Add a rotor to the round bottom flask, seal it, place it on a magnetic stirrer for stirring, and react at 23±3°C;

[0101] (4) After 72 hours of reaction, the reaction was completed, and a solid precipitated out, which was filtered, recrystallized from a mixed solution of methanol:chloroform = 1:1, and separated and purified to obtain the target compound.

[0102] 1.4 Sample processing

[0103] The crystals of genistein benzylpiperazine derivatives are dissolved in d...

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Abstract

The invention discloses an application of genistein benzyl piperazine derivative compounded persimmon tannin to the respect of whitening. Research indicates that when genistein benzyl piperazine derivative and persimmon tannin are compounded for use, the whitening effect can be notably improved. The genistein benzyl piperazine derivative can reduce the content of tyrosinase and reduce the generation of melanin; the persimmon tannin has effects in the respects of inflammatory factors, oxidative stress, signal channels and the like, and restrains pigmentation to achieve the whitening effects; and when the genistein benzyl piperazine derivative and the persimmon tannin are compounded for use, the production cost can be notably reduced, and multi-way whitening effects and synergistic effects can be exerted. The persimmon tannin is produced from persimmon processing by-products or waste, so that the cost is low, the shortcomings that the genistein benzyl piperazine derivative is complex toprepare and not suitable for industrialized production can be overcome, and when the whitening effects are guaranteed, the cost of products is notably reduced.

Description

technical field [0001] The invention discloses the application of genistein benzylpiperazine derivative compound persimmon tannin in whitening, and belongs to the field of cosmetics. Background technique [0002] With the development of the economy and the progress of the times, people pay more and more attention to health and beauty. The black and white of the skin is related to the amount of melanin in the skin, the main pigment responsible for the color of human skin and synthesized in melanocytes called melanosomes in the basal layer of the epidermis. Tyrosinase (TYR) is a copper-containing enzyme that plays a key role in melanin production. TYR catalyzes the hydroxylation of 1-tyrosine to 1-3,4-dihydroxyphenylalanine, which is then oxidized to o-quinone. Therefore, the level of TYR inhibition rate has become an important index to measure the whitening effect of substances. [0003] Persimmon tannin is a natural active substance in persimmon, which has been proven to ...

Claims

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Application Information

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IPC IPC(8): A61K8/60A61K8/49A61Q19/02
Inventor 周泉城盛桂华陈炫红孙婉婷王赛王猛
Owner SHANDONG UNIV OF TECH