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Semi-synthesis method of 20(s)-ginsenoside Rg2

A ginsenoside, semi-synthetic technology, applied in steroids, organic chemistry and other directions, can solve the problems of low yield and complex synthesis method, and achieve the effect of simple method and high yield

Inactive Publication Date: 2004-07-28
北京鑫利恒医药科技发展有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Its synthesis method is complex, generally requires harsh reaction conditions such as high temperature and high pressure, and the yield is not high

Method used

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  • Semi-synthesis method of 20(s)-ginsenoside Rg2
  • Semi-synthesis method of 20(s)-ginsenoside Rg2

Examples

Experimental program
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Effect test

Embodiment 1

[0013] Take 500mg of ginsenoside Re powder, dissolve it in 20% ethanol solution of 0.01M HCl, heat it for 2 hours in a water bath at 75°C, cool it, pass the solution through 717 anion exchange resin, remove acid, collect the effluent, and recover the solvent to dryness , to get ginsenoside Rg 2 crude product; then the crude product was taken and recrystallized repeatedly with methanol-ethyl acetate to obtain a pure product with a content greater than 98%, and the yield was 60%.

Embodiment 2

[0015] Take 500mg of ginsenoside Re powder, dissolve it in 30% ethanol solution of 0.05M HCl, heat it for 3 hours in a water bath at 80°C, cool it, pass the solution through 717 anion exchange resin, remove acid, collect the effluent, and recover the solvent to dryness , to get ginsenoside Rg 2 crude product; then, the ginsenoside Rg 2 The crude product was subjected to silica gel column chromatography, the eluent was chloroform-methanol-water (65:35:10), and the ginsenoside Rg 2 Part, recovery solvent gets ginsenoside Rg 2 Pure product, yield 63%.

Embodiment 3

[0017] Take 500 mg of ginsenoside Re powder, dissolve it in 30% ethanol solution of 0.09M HCl, heat it for 3 hours in a water bath at 60°C, cool it, pass the solution through 717 anion exchange resin, remove acid, collect the effluent, and recover the solvent to dryness , to obtain the crude product of ginsenoside Rg2; then, the crude product of ginsenoside Rg2 is subjected to silica gel column chromatography, the eluent is chloroform-methanol-water (65:35:10), the part of ginsenoside Rg2 is collected, and the solvent is recovered to obtain ginsenoside Rg2 pure product, yield 58%.

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Abstract

The present invention relates to a semisynthesis method of 20(s)-ginsenoside Rgz. It includes the following steps: dissolving the raw material ginsenoside Re in 20-30% ethyl alcohol aqueous solution with 0.01-0.05 MHCl, heating for 2-3 hr, in water bach with 70-80 deg.c, cooling, making said solution pass through anion exchange resin, removing acid and collecting effluent, recovering solvent to obtain ginsenoside Rgz crude product, then using methyl alcohol-ethyl acetate to make said crude product be repeatedly recrystallized to make purification or making said crude product undergo the process of silica-gel column chromatographic treatment and using chloroform-methyl alcohol-water as eluent, collecting ginsenoside Rg2 portion.

Description

technical field [0001] The present invention relates to 20(S)-ginsenoside Rg 2 semi-synthetic method. Background technique [0002] Ginsenoside Rg 2 It is a monomer extracted from Araliaceae plant Panax genus Panax (Panaxginseng C.A.Meyer), 20(S)-ginsenoside Rg 2 The chemical name is 3β, 12β, 20-trihydroxydammar-24-ene-6-0-α-L rhamnopyranosyl-(1-2)-β-D-glucopyranosyl, its structural formula for: [0003] [0004] It is colorless needle crystal, melting point is 187-9℃, easily soluble in methanol, ethanol, etc. [a] D -13.0 (1.03, methanol). At home and abroad, there are many applications of chemical synthesis or hydrolysis to prepare ginsenoside-Rh 2 The method report, but there are many problems in the process conditions, yield and mass preparation of the product. At present, the semi-synthesis and conversion preparation methods of ginsenosides are as follows: condensation method, acid (alkali) degradation method, enzymatic hydrolysis, oxidation ring method and mic...

Claims

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Application Information

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IPC IPC(8): C07J9/00
Inventor 赵文杰李平亚刘全平
Owner 北京鑫利恒医药科技发展有限公司
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