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Preparation method of 24(R)-ocotillol DQ and pharmacal application thereof

A technology of ginsenosides and aglycones, which is applied in the field of medicine and can solve problems such as no curative effect and adverse reactions

Active Publication Date: 2011-05-11
吉林圣亚医药科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the therapeutic measures and drugs developed according to these theories have not achieved ideal curative effect, and some even have serious adverse reactions.

Method used

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  • Preparation method of 24(R)-ocotillol DQ and pharmacal application thereof
  • Preparation method of 24(R)-ocotillol DQ and pharmacal application thereof
  • Preparation method of 24(R)-ocotillol DQ and pharmacal application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] (1) Take 1.0 kg of total ginsenosides, add water to dissolve, add to the treated macroporous adsorption resin column AB-8, elute with 35% ethanol until no saponins are reacted, and then elute with 60% ethanol;

[0023] (2) After the eluent is evaporated to dryness, add sodium hydroxide for hydrolysis, adjust the pH of the hydrolyzate to neutral, add it to the macroporous adsorption resin column AB-8, and elute with 60-90% ethanol after desalination;

[0024] (3) After the eluent was evaporated to dryness, H 2 o 2 Oxidation, adjust the pH of the oxide to neutral, and precipitate with water; the precipitation is subjected to silica gel column chromatography, eluted with petroleum ether-ethyl acetate 1:1, and the eluate containing 24(R)-pseudoginsenoside DQ is collected, The solvent was recovered to dryness and recrystallized with methanol to obtain the product.

Embodiment 2

[0026] (1) Take 1.0kg of total saponins from ginseng stems and leaves, add water to dissolve, add to the treated macroporous adsorption resin D 101 On the column, elute with 45% ethanol until there is no saponin reaction, and then elute with 75% ethanol;

[0027] (2) After the eluent is evaporated to dryness, add sodium hydroxide for hydrolysis, adjust the pH of the hydrolyzate to neutral, add it to the macroporous adsorption resin column AB-8, and elute with 60-90% ethanol after desalination;

[0028] (3) After the eluent is evaporated to dryness, it is oxidized with m-chloroperoxybenzoic acid, the pH of the oxide is adjusted to neutral, and it is precipitated with water; the precipitate is subjected to silica gel column chromatography, and is eluted with petroleum ether-ethyl acetate 3:1 , collect the eluate containing 24(R)-pseudoginsenoside DQ, recover the solvent to dryness, and recrystallize from ethanol to obtain the product.

Embodiment 3

[0030] (1) Take 1.0kg of total saponins from American ginseng stems and leaves, add water to dissolve, add to the treated macroporous adsorption resin D 4020 On the column, elute with 55% ethanol until there is no saponin reaction, and then elute with 90% ethanol;

[0031] (2) After the eluent is evaporated to dryness, add sodium hydroxide for hydrolysis, adjust the pH of the hydrolyzate to neutral, add it to the macroporous adsorption resin column AB-8, and elute with 90% ethanol after desalination;

[0032] (3) After the eluent was evaporated to dryness, potassium permanganate was oxidized, and the pH of the oxide was adjusted to neutral, and precipitated with water; the precipitate was subjected to silica gel column chromatography, eluted with petroleum ether-ethyl acetate 5:1, and the collected The eluate of 24(R)-pseudoginsenoside DQ, the solvent was recovered to dryness, and the product was obtained by recrystallization from ethyl acetate.

[0033] Below in conjunction ...

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Abstract

The invention relates to a preparation method of 24(R)-ocotillol DQ and pharmacal application thereof, belonging to the field of medicines. The preparation method comprises the following steps of: taking 1.0kg of ginsenoside, and adding water for dissolving; adding the dissolved ginsenoside onto a processed macroporous adsorption resin column; eluting with 35-55 percent alcohol until no saponin reacts, and then eluting with 60-90 percent alcohol; after the eluent is evaporated to dryness, adding sodium hydroxide for hydrolyzing, and regulating the pH of a hydrolysate to neutrality; adding the hydrolysate onto a macroporous adsorption resin column AB-8, desalting, and then eluting with 60-90 percent alcohol; and after the eluent is evaporated to dryness, oxidizing and recrystallizing to obtain a product. The invention can be applied to preparing medicaments for preventing and treating brain tissue damages caused by local and global brain ischemia, treating transient ischemic attacks, cerebral thrombosis and cerebral infarctions.

Description

technical field [0001] The invention belongs to the field of medicine. Background technique [0002] As the king of all herbs, ginseng has a relatively clear effect on the treatment of myocardial ischemia. Foreign research and reports have also proved that ginseng can significantly improve the cardiovascular system (Mary Anne Koda-Kimble and other original works, "General Clinical Pharmacotherapeutics") On (Eighth Edition), People's Health Publishing House). After directional modification of ginsenosides, we obtained 24(R)-pseudoginsenoside DQ, which has good anti-ischemic activity. [0003] 24(R)-Pseudoginsenogen DQ molecular formula C 30 h 52 o 4 , Molecular weight 476.4, is an octilon-type tetracyclic triterpene. The structural formula is as follows: [0004] [0005] Cerebral ischemia is a pathophysiological process with multiple links and variables in time and space, and its pathogenesis is complex and has not been fully elucidated. The current treatment appro...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J17/00A61K31/58A61P9/10A61P7/02
Inventor 李平亚刘金平任媛媛刘传贵胡军会杜秀娟
Owner 吉林圣亚医药科技有限公司
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