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Method for preparing 6-shogaol

A technology of shogaol and supercritical fluid, which is applied in the field of preparation of the active ingredient 6-shogaol, which can solve the problems of restricting the research on the activity of 6-shogaol, high cost, and low output.

Active Publication Date: 2010-06-16
CHINA PHARM UNIV
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  • Abstract
  • Description
  • Claims
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AI Technical Summary

Problems solved by technology

[0006] Because of factors such as low content, low yield, and high cost, it has been difficult to prepare 6-shogalenol from ginger on a large scale, which also restricts the research on the activity of 6-shogalenol, and 6-shogalenol-based Carry out pharmacological and active research on ginger traditional Chinese medicine

Method used

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  • Method for preparing 6-shogaol
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Examples

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Effect test

Embodiment 1

[0035] Accurately weigh about 75g of ginger supercritical fluid extract (purchased from Guangzhou Hebo Biotechnology Co., Ltd.), fully mix it with 2000ml of 60% ethanol aqueous hydrochloric acid (0.8M hydrochloric acid), heat and reflux at 60°C for 4h, and wait until the reaction is complete Finally, reclaim ethanol at 55°C, add 40ml ethyl acetate for extraction, reclaim ethyl acetate, obtain the product mainly containing 6-shogaol, and the content of 6-shogaol in the extract is raised from the original 2.5% to 20% (quantitative by external standard method). Using 300 g of the reacted product as a raw material, silica gel column chromatography, gradient elution, the polarity of the eluent is petroleum ether: ethyl acetate = 45: 1, petroleum ether: ethyl acetate = 37: 1 and petroleum ether: Ethyl acetate=27:1, the two parts were collected, combined by TLC, and evaporated to dryness on a rotary evaporator to obtain 50 g of 6-shogaol crude product, the purity of which was 80% by ...

Embodiment 2

[0037]Accurately weigh about 0.75g of ginger supercritical fluid extract, fully mix it with 20ml of 80% ethanol acid aqueous solution (0.6M hydrochloric acid), heat and reflux at 80°C for 1h, after the reaction is complete, recover ethanol at 50°C, add 40ml ethyl acetate was extracted, ethyl acetate was reclaimed, and the product mainly based on 6-shogaol was obtained, and the content of 6-shogaol in the extract was increased from 2.5% to 18% (quantitatively by external standard method). Using 300 g of the reacted product as a raw material, silica gel column chromatography, gradient elution, the polarity of the eluent is petroleum ether: ethyl acetate = 50: 1, petroleum ether: ethyl acetate = 33: 1 and petroleum ether: Ethyl acetate=25:1, the two parts were collected, combined by TLC, and evaporated to dryness on a rotary evaporator to obtain 55 g of 6-shogaol crude product, the purity of which was 80% by HPLC external standard method. Then the crude product is refined on a me...

Embodiment 3

[0039] Accurately weigh about 0.75g of ginger supercritical fluid extract, fully mix it with 20ml of 80% ethanol acid water (0.4M hydrochloric acid), heat and reflux at 100°C for 2h, after the reaction is complete, recover ethanol at 45°C, add 40ml ethyl acetate was extracted, ethyl acetate was reclaimed, and the product mainly based on 6-shogaol was obtained, and the content of 6-shogaol in the extract was increased from 2.5% to 25% (quantitatively by external standard method). Using 300 g of the reacted product as raw material, silica gel column chromatography, gradient elution, the polarity of the eluent is petroleum ether: ethyl acetate = 48: 1, petroleum ether: ethyl acetate = 35: 1 and petroleum ether: Ethyl acetate=28:1, the two parts were collected, combined by TLC, and evaporated to dryness on a rotary evaporator to obtain 60 g of crude 6-shogaol, whose purity was 80% by HPLC external standard method. Then the crude product is refined on a medium-pressure column, usin...

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Abstract

The invention relates to the field of natural medicines, in particular to a method for preparing 6-shogaol, which is a method for preparing the efficient component 6-shogaol from the extract of ginger supercritical fluid. The method comprises the following steps of: mixing the extract of ginger supercritical fluid with an ethanol-containing acid water liquid before conversion, heating and refluxing, then separating and refining. The content of the 6-shogaol in the original extract of ginger supercritical fluid is about 2.5%, and the content of the 6-shogaol in the extract after the acid waterreaction can reach 20%.

Description

technical field [0001] The present invention relates to the field of natural medicines, in particular to a method for preparing the active ingredient 6-shogaol (6-shogaol), that is, to prepare the effective ingredient 6-shogaol in the traditional Chinese medicine ginger by using various means such as pre-transformation treatment and chromatographic separation and purification. The shogaol method. Background technique [0002] Ginger and dried ginger are the fresh rhizome and dried rhizome of Zingiber officinale Rosc., which are commonly used in traditional Chinese medicine. The main components in ginger are spicy and aromatic components, including gingerol, gingerol terpene, water fennel, camphor terpene, eucalyptus olein, starch, mucilage, etc. 6-shogaol (6-shogaol) is one of the volatile components in ginger, and its molecular formula is C 17 h 24 o 3 , with a molecular weight of 276.37, is a yellow powder or crystal, easily soluble in ethanol, hardly soluble in water,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/255C07C45/78
CPCY02P20/54
Inventor 李萍彭咏波马江齐炼文刘慧成小兰
Owner CHINA PHARM UNIV
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