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Dama-20S, 25S-epoxy-3beta, 12beta, 26-triol as well as extracting method and pharmaceutical application thereof

An extraction method and epoxy technology, applied in the field of medicine, can solve the problems of low malignant transformation, slow occurrence and development, etc., and achieve the effect of wide range of action and remarkable curative effect

Active Publication Date: 2015-06-10
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] Ma Wenbin, et al. showed that American ginseng stem and leaf saponins orally administered to mice inoculated with S180 can directly act on tumor cells, gradually inhibit tumor growth by affecting their DNA metabolism, and make them transform to low malignancy. slow

Method used

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  • Dama-20S, 25S-epoxy-3beta, 12beta, 26-triol as well as extracting method and pharmaceutical application thereof
  • Dama-20S, 25S-epoxy-3beta, 12beta, 26-triol as well as extracting method and pharmaceutical application thereof
  • Dama-20S, 25S-epoxy-3beta, 12beta, 26-triol as well as extracting method and pharmaceutical application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Take 2.5 kg of American ginseng stems and leaves, add 3 times the volume of 60% ethanol to heat and reflux for extraction, each time for 3 hours, extract 5 times in total, each time 50L, combine the extracts, recover the solvent until dry; pass the ethanol extract through a silica gel column Chromatography, eluent: CHCl 3: MeOH=90:10, and then C18 reverse phase column chromatography, eluent: MeOH: H 2 O=80:20; ethanol:water=2:4 recrystallized to obtain dammar-20S,25S-epoxy-3β,12β,26-triol.

Embodiment 2

[0044] Take 2.5 kg of American ginseng stems and leaves, add 5 times the volume of 80% ethanol to heat and reflux for extraction, 4.5 hours each time, 6 extractions in total, 50 L each time, combine the extracts, recover the solvent until dry; pass the ethanol extract through a silica gel column Chromatography, eluent: CHCl 3 : MeOH=105:20, and then through C18 reverse phase column chromatography, eluent: MeOH: H 2 O=85:15; ethanol:water=2:5 recrystallized to obtain dammar-20S,25S-epoxy-3β,12β,26-triol.

Embodiment 3

[0046] Take 2.5kg of American ginseng stems and leaves, add 8 times the volume of 95% ethanol to heat and reflux for extraction, each time for 6 hours, extract 7 times in total, each time 50L, combine the extracts, recover the solvent until dry; pass the ethanol extract through a silica gel column Chromatography, eluent: CHCl 3 : MeOH=120:30, and then through C18 reverse phase column chromatography, eluent: MeOH: H 2 O=90:10; ethanol:water=2:6 recrystallized to obtain dammar-20S,25S-epoxy-3β,12β,26-triol.

[0047] Next, the structure identification was carried out by spectroscopy methods.

[0048] See attached figure 1 , HR-ESI-MS spectrum gives a molecular weight of 477.3944[M+H] + The quasi-molecular ion peak, combined with 1 H NMR, 13 C NMR spectrum confirms that the molecular formula is C 30 h 52 o 4 . attached figure 2 , IR(KBr)cm -1 : 3363(OH); 2948, 2875(CH 3 ); 1385, 1335 (CH 2 ).

[0049] 1 H NMR (500MHz, pyridine-d 5 ) gives no ene hydrogen proton si...

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Abstract

The invention relates to dama-20S, 25S-epoxy-3beta, 12beta, 26-triol, as well as an extracting method and a pharmaceutical application thereof and belongs to the field of medicines. The extracting method comprises the following steps: getting proper amount of the American ginseng stem, adding 3-8 times of 60-95% ethanol, heating, performing reflux extraction, extracting 50L for 3-6 hours each time and for 5-7 times, combining the extracting solution, and recovering the solvent till the solvent does not exist; performing silica gel column chromatogram on the ethanol extractive with an eluent comprising CHCl3 and MeOH at a ratio of 90-120:10-30, performing C18 reversed-phase column chromatography with an eluent comprising MeOH and H2O at a ratio of 80-90:20-10, and recrystalizing with ethanol and water in the ratio of 2:4-6 to obtain the Dama-20S, 25S-epoxy-3beta, 12beta, 26-triol. The compound not only has an antitumor activity, but also has the pharmacological actions for treating the coronary heart disease, the myocardial ischemia, the ischemia shock, the arrhythmia and the reperfusion injury, and can be used for preparing the medicines for treating the coronary heart disease, the myocardial ischemia, the ischemia shock, the arrhythmia and the reperfusion injury and the medicines for resisting liver cancer, mammary cancer, cervical carcinoma and astroglioma; besides, the compound has the characteristics of wide action scope and obvious effect.

Description

technical field [0001] The invention belongs to the field of medicine, and specifically relates to dammar-20S, 25S-epoxy-3β, 12β, 26-triol and its extraction method, and its preparation and treatment of coronary heart disease, myocardial ischemia, ischemic shock, arrhythmia Qi and reperfusion injury as well as the application of anticancer drugs. Background technique [0002] American ginseng (scientific name: Panax quinquefolius) is a perennial plant of the Araliaceae ginseng genus. It is also known as American ginseng, American ginseng, American ginseng, and American ginseng. It is native to Greater Quebec in Canada and Wisconsin in the United States, Huairou and Changbai Mountain in Beijing, China It has been planted on a large scale. An old saying goes: "American ginseng is cool in nature and nourishing. Anyone who wants to use ginseng without the warmth of ginseng can use it." Therefore, nourishing but not drying is the special feature of American ginseng. In recent ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J17/00A61P35/00A61P9/10A61P9/06
CPCC07B2200/13C07J17/00
Inventor 韩柳李平亚刘金平李卓郑茜
Owner JILIN UNIV
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