Triterpenoid saponin class anti-myocardial ischemia chemical compound extracted from clematis tangutica

A technology of triterpenoid saponins and Clematis clematis, which is applied in the field of medicine, can solve the problems of undiscovered anti-myocardial ischemia and insufficient research on triterpenoid saponins, and achieve the effect of alleviating adverse reactions and drug resistance

Inactive Publication Date: 2014-09-24
FOURTH MILITARY MEDICAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the structure and extraction of four kinds of triterpene saponins have been reported, compared with a large number of triterpene saponins that have been isolated from other plants of the genus Clematis, the research on the triterpenoid saponins of Clematis clematis The research is not enough, and there is no report that these four triterpenoid saponins have anti-myocardial ischemia

Method used

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  • Triterpenoid saponin class anti-myocardial ischemia chemical compound extracted from clematis tangutica
  • Triterpenoid saponin class anti-myocardial ischemia chemical compound extracted from clematis tangutica
  • Triterpenoid saponin class anti-myocardial ischemia chemical compound extracted from clematis tangutica

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Example 1: Extraction and separation of compounds

[0019] Collect the whole herb of Clematis clematis in Huangnan Autonomous Prefecture, Qinghai Province as a raw material. After the raw material is crushed into coarse powder, take 1.5 kg, add 9 liters of ethanol with a concentration of 70% and carry out reflux extraction. Extract 3 times, each time 2 Hour. The extracts were combined, and the solvent was recovered under reduced pressure to obtain 278 grams of ethanol extract. The extract was dispersed in 0.6 liters of water, and extracted twice with petroleum ether, 0.6 liters each time. The extracted aqueous phase was extracted 4 times with n-butanol, 0.6 liters each time, the n-butanol extracts were combined, and the solvent was recovered under reduced pressure to obtain 60 grams of total saponin extract. The total saponins were subjected to silica gel column chromatography, eluted with a gradient of chloroform-methanol-water mixed solvent with a volume ratio of 10...

Embodiment 2

[0025]Collect the whole herb of Clematis clematis in Huangnan Autonomous Prefecture, Qinghai Province as a raw material. After the raw material is crushed into a coarse powder, take 3 kg, add 12 liters of ethanol with a concentration of 70% and carry out reflux extraction. Extract 3 times, each time 3 kg. Hour. The extracts were combined, and the solvent was recovered under reduced pressure to obtain 305 g of ethanol extract. The extract was dispersed in 1.8 liters of water, and extracted twice with petroleum ether, 1.8 liters each time. The extracted aqueous phase was extracted 4 times with n-butanol, 1.8 liters each time, the n-butanol extracts were combined, and the solvent was recovered under reduced pressure to obtain 80 grams of total saponin extract. The total saponins were subjected to silica gel column chromatography, eluted with a gradient of chloroform-methanol-water mixed solvent with a volume ratio of 10:1:1 to 6.5:3.5:1 (the lower layer was taken as the eluent),...

Embodiment 3

[0027] The whole herb of Clematis clematis in Huangnan Autonomous Prefecture, Qinghai Province was collected as a raw material. After the raw material was crushed into a coarse powder, 1 kg was taken, and 3 liters of methanol were added for reflux extraction. A total of 3 extractions were performed for 1 hour each time. The extracts were combined, and the solvent was recovered under reduced pressure to obtain 95 g of methanol extract. The extract was dispersed in 0.5 liters of water, and extracted twice with petroleum ether, 0.5 liters each time. The extracted aqueous phase was extracted 4 times with n-butanol, 0.5 liters each time, the n-butanol extracts were combined, and the solvent was recovered under reduced pressure to obtain 25 grams of total saponin extract. The total saponins were subjected to silica gel column chromatography, eluted with a gradient of chloroform-methanol-water mixed solvent with a volume ratio of 10:1:1 to 6.5:3.5:1 (the lower layer was taken as the ...

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Abstract

The invention discloses a triterpenoid saponin class anti-myocardial ischemia chemical compound extracted from clematis tangutica. A molecular formula of the triterpenoid saponin class anti-myocardial ischemia chemical compound is C58H94O26. By adopting spectrum technologies such as high resolution mass spectrum and two-dimensional nuclear magnetic resonance spectrum, and chemical method, a chemical structure of the compound is confirmed as 3-0-beta-D- xylopyranose-(1->2)-alpha-L-pyran arabinose hederagenin 28-O-alpha-L-pyran rhamnose-(1->4)-beta-D- pyran glucose-(1->6)-beta-D- pyran glucose (3-O-beta-D-xylopyranosy l-(1->2)-alpha-L-arabin opyranosyl hederagenin 28-O-alpha-L-rhamnopyranosy l-(1->4)-beta-D-glucopyranosyl-(1->6)-beta-D-glucopyranoside). Results of an in vitro anti-myocardial ischemia test shows that the chemical compound has therapeutical effects towards myocardial cell damage induced by hypoxia / re-oxygenation model. The triterpenoid saponin class anti-myocardial ischemia chemical compound extracted from the clematis tangutica can provide a lead compound for preparing a novel cardiovascular drug, thereby becoming the drug for treating cardiovascular disease.

Description

technical field [0001] The present invention relates to the technical field of medicine, and is a novel triterpene saponin compound extracted and separated from Tibetan medicine Clematis clematis, specifically a triterpene saponin antibacterial compound extracted from Clematis clematis. Myocardial Ischemia Compounds. Background technique [0002] Ischemic heart disease is the main cause of death in humans, and its high morbidity and mortality seriously affect the quality of life of patients and are life-threatening. At present, the drugs for the clinical treatment of cardiovascular diseases mainly include nitrates, calcium antagonists and β-blockers. Although these drugs have achieved certain clinical curative effects, they all have different degrees of toxic and side effects and drug resistance. Therefore, it is imminent to develop new efficient and safe drugs for the treatment of cardiovascular diseases. [0003] Clematis tangutica, a plant of the Ranunculaceae genus Cl...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07J63/00C07H15/256C07H1/08A61K31/704A61P9/00A61P9/10
Inventor 姚敏娜汤海峰文爱东张伟马宁
Owner FOURTH MILITARY MEDICAL UNIVERSITY
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