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Steroid saponin compound as well as preparation method and application thereof

A technology of steroidal saponins and compounds, applied in the field of medicine, can solve the problems of retention of pharmacological activity, incomplete elucidation of pharmacological effects and mechanism of action, and less research on monomeric compounds

Active Publication Date: 2021-01-08
AIR FORCE MEDICAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the research on the pharmacological activity of this genus mainly stays at the level of total extracts or total saponins, and there are relatively few studies on monomer compounds, so that the pharmacological effects and mechanism of action have not yet been fully elucidated

Method used

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  • Steroid saponin compound as well as preparation method and application thereof
  • Steroid saponin compound as well as preparation method and application thereof
  • Steroid saponin compound as well as preparation method and application thereof

Examples

Experimental program
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Effect test

preparation example Construction

[0021] The preparation method of the compound TCSS of the formula I, the specific steps are as follows:

[0022] (1) Extraction: use the dry rhizome of the open arrow as raw material, after the raw material is pulverized, add 70% ethanol 3 to 5 times the weight of the raw material for reflux extraction according to the weight to volume ratio, and extract 3 times, each time for 3 hours. Combine the extracts, recover the solvent under reduced pressure to obtain an ethanol extract, disperse the extract in water with a weight-to-volume ratio of 4 to 8 times, degrease the petroleum ether and extract 3 times with saturated n-butanol, recover the solvent, and obtain n-butanol extraction things.

[0023] (2) Separation: the above-mentioned n-butanol extract adopts a macroporous adsorption resin column, and is successively eluted with 0%, 60%, and 95% ethanol aqueous solution, and the extract of 60% of the elution site is subjected to silica gel column chromatography, and the volume G...

Embodiment 1

[0024] Example 1: Extraction and separation of compounds

[0025] Collect the whole grass of Arrowhead under the shade of Niubeiliang area (Yingpan Town) in Qinling Mountains, Shaanxi Province as raw material, dry and slice the raw material, weigh 7.5kg and pulverize, add 55 liters of ethanol with a concentration of 70% for reflux extraction, and extract 3 times in total , 3 hours each time. The extracts were combined, and the solvent was recovered under reduced pressure to obtain 1450 g of ethanol extract. The extract was dispersed in 10 liters of water, extracted 4 times with equal volume of petroleum ether, 10 liters each time. The extracted aqueous phase was extracted 4 times with an equal volume of n-butanol, 4 liters each time, the n-butanol extract was combined, and the solvent was recovered under reduced pressure to obtain 430 grams of n-butanol extract. The n-butanol extract was subjected to macroporous adsorption column chromatography, eluted with 0%, 60%, and 95% ...

Embodiment 2

[0027] Gather the whole grass of Arrowhead under the shade of Niubeiliang area (Yingpan Town) in the Qinling Mountains of Shaanxi Province as a raw material, dry and slice the raw material in the shade, weigh 5kg and pulverize, add 10 liters of ethanol with a concentration of 70% to carry out reflux extraction, extract 3 times altogether, 2 hours each time. The extracts were combined, and the solvent was recovered under reduced pressure to obtain 1110 g of ethanol extract. The extract was dispersed in 6 liters of water, and extracted 3 times with petroleum ether, 6 liters each time. The extracted aqueous phase was extracted 3 times with n-butanol, 3 liters each time, the n-butanol extract was combined, and the solvent was recovered under reduced pressure to obtain 320 grams of total saponin extract. The n-butanol extract was subjected to macroporous adsorption column chromatography, eluted with 0%, 60%, and 95% ethanol aqueous solution (volume fraction) successively, concentr...

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Abstract

The invention provides a steroid saponin compound (23R, 25R)-26-O-beta-D-glucopyranosyl-1-beta, 3beta, 23beta, 26-tetrahydroxy-furostane-5, 20 (22)-diene-3-O-beta-D-glucopyranoside steroid saponin compound as well as a preparation method and application thereof. Research finds that the steroid saponin compound has a remarkable inhibition effect on three human malignant glioma cells U251, A172 andLN229, and the half effective inhibition concentration (IC50 value) is 3.58-24.12 mu mol / L; and moreover, the growth of the human glial cells subjected to primary culture is not influenced basically when the concentration is as high as 100 mu mol / L. The compound provided by the invention is expected to become a new drug for treating glioma, and a lead compound is provided for developing a new anti-glioma drug.

Description

technical field [0001] The invention relates to the field of medical technology, in particular to a steroidal saponin compound (23R,25R)-26-O-β-D-glucopyranosyl-1β,3β,23β,26-tetrahydroxy-furostate-5 , 20(22)-diene-3-O-β-D-glucopyranoside steroidal saponins and their preparation methods and applications. Background technique [0002] Human malignant glioblastoma is the most common type of intracranial tumors, with high morbidity and mortality rates, and the 5-year survival rate is only 20% to 30%. However, because it has no obvious boundary with normal brain tissue , so it is difficult to completely remove it by surgery, and it is very easy to relapse even after resection. What's more, malignant glioma is not sensitive to radiotherapy and chemotherapy, and it is difficult to effectively treat it through radiotherapy and chemotherapy. Chemotherapy drugs currently used clinically to treat glioma mainly include nitrosourea alkylating agents nimustine (ACNU), carmustine, lomust...

Claims

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Application Information

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IPC IPC(8): C07J71/00A61P35/00
CPCC07J71/0005A61P35/00
Inventor 曹宇赫雪锋陆云阳汤海峰
Owner AIR FORCE MEDICAL UNIV
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