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A salidroside derivative, its preparation method and its application in whitening cosmetics

A skin whitening and compound technology, applied in the field of skin care products, can solve the problems of destroying melanocytes and insufficient melanocytes, and achieve the effect of enhancing whitening activity

Active Publication Date: 2020-12-01
SHANGHAI CHEERMORE BIOLOGICAL TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, excessive inhibition of melanin synthesis will seriously damage the existing melanocytes, resulting in insufficient melanocytes, which will make the skin color abnormally white and cause vitiligo. Of course, scientifically inhibiting melanin will not endanger the health of the body.

Method used

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  • A salidroside derivative, its preparation method and its application in whitening cosmetics
  • A salidroside derivative, its preparation method and its application in whitening cosmetics
  • A salidroside derivative, its preparation method and its application in whitening cosmetics

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Example 1: Preparation of 2-(3,5-dihydroxyphenyl)ethyl-β-D-glucoside

[0041]

[0042] step one:

[0043]

[0044] 1.18 g of 3,4-dihydroxyphenylacetic acid and 8.4 ml of BH3.THF (1.0 M in THF) were dissolved in 20 ml of THF and reacted at room temperature for 4 hours. After the reaction, the solvent was removed by rotary evaporation to obtain a crude product. Purification by column chromatography gave 1.05 g of product in 97% yield.

[0045] Step 2:

[0046]

[0047] 16.9 g of intermediate 2, 6.9 mL of benzyl chloride and 200 mL of acetone were sequentially added to the reaction flask, stirred to dissolve, 8.3 g of potassium carbonate and 0.8 g of potassium iodide were added, and the reflux reaction was monitored by TLC for 18 h. The solvent was evaporated, the residue was poured into 200 mL of water, hydrochloric acid was added dropwise to adjust the pH to 7, extracted with ethyl acetate, the organic phase was evaporated under reduced pressure to remove the...

Embodiment 2

[0058] Example 2: Detection of the influence of β-D-glucoside derivatives on the simulated melanin synthesis process of melanocytes in vitro

[0059] a. Detection of activity of β-D-glucoside derivatives on inhibition of melanin production

[0060] Detection method:

[0061] In this part of the experiment, two kinds of tool cells, human melanocytes and instrumental melanocytes, were used for experiments. Human and instrumental melanocytes were seeded in 96-well plates with a plating density of 5000 cells / well. After the cells adhered to the wall, the culture medium was induced by adding nerve factors and induced by UV to simulate the production of melanin in vivo. Subsequently, the β-D-glucoside derivatives to be determined were added to the cells at a co-concentration of 100 μM to incubate the cells, and each group was set up with 3 replicates, and the cells were incubated at 37°C, 5% CO 2 The constant temperature and humidity incubator continued to cultivate for 60h. The ...

Embodiment 3

[0079] Embodiment 3: SP-037 safety evaluation

[0080] a. Mouse skin long-term toxicity test

[0081] experiment method:

[0082] In this part of the experiment, Kunming rats were used to carry out experiments. SP-037 was prepared with physiological saline, and the concentrations were 2.5% (mass volume ratio), 5% (mass volume ratio), and 10% (mass volume ratio). A control group, a 2.5% dose group, a 5% dose group and a 10% dose group were respectively set up. There was one mouse in the blank group, and two mice in each experimental group. Treatment with back skin smearing: first use depilatory cream to remove the back hair of the mouse, apply the drug of corresponding concentration on the exposed part of the depilated skin every day, and administer the drug continuously for 3 months. During the experiment, take pictures regularly and record the weight of the mice, and observe Whether it can cause white spots, other skin irritation damage or poisoning.

[0083] Results and ...

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Abstract

The invention discloses a salidroside derivative, a preparation method and its application in whitening cosmetics. The invention enhances the whitening activity of salidroside while making full use of the protective effect of the sugar ring of salidroside. Construct the phenolic residue of salidroside to obtain salidroside-plus, SP-037, namely 2-(3,5-dihydroxyphenyl) ethyl-β-D-glucoside and / or its salt, and Through a series of experiments to test its whitening effect.

Description

technical field [0001] The invention belongs to the technical field of skin care products, and in particular relates to a salidroside derivative, a preparation method and its application in whitening cosmetics. Background technique [0002] The content and distribution of melanin in the skin determines the color of human skin. The production of melanin is inseparable from tyrosine, tyrosinase, reactive oxygen species and melanosomes: tyrosinase is activated by external stimuli such as ultraviolet radiation. Then tyrosine is oxidized to dopa under the action of tyrosinase, and then oxidized to melanin, which is then transferred to the skin surface, showing the phenomenon of dull skin and local spots, and finally permanent pigmentation caused by abnormal skin metabolism. as a result of. Therefore, skin whitening can be achieved through the following ways: isolating ultraviolet rays, scavenging oxygen free radicals, inhibiting tyrosinase, blocking melanin transfer, etc. Howev...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H15/18C07H1/00A61Q19/02A61K8/60
CPCC07H15/18C07H1/00A61K8/602A61Q19/02A61P17/00A61K31/31
Inventor 朱才彬李俊翔
Owner SHANGHAI CHEERMORE BIOLOGICAL TECH CO LTD
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