Application of hederagenin compound serving as medicament for treating liver cancer and preparation of hederagenin compound

A hedera saponin, a technology for treating liver cancer, applied in the direction of steroids, organic chemistry, drug combination, etc.

Inactive Publication Date: 2014-07-30
TIANJIN UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

If the cancer is in the early stage and the remaining liver is healthy, surgical resection or liver transplantation after surgical resection is the only chance for liver cancer pa

Method used

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  • Application of hederagenin compound serving as medicament for treating liver cancer and preparation of hederagenin compound
  • Application of hederagenin compound serving as medicament for treating liver cancer and preparation of hederagenin compound
  • Application of hederagenin compound serving as medicament for treating liver cancer and preparation of hederagenin compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] A preparation method of a helexin compound as a medicine for treating liver cancer, the steps are as follows:

[0028] Take 18kg of oil-pressed black cumin seed cake, extract twice by reflux of 95v / v% ethanol aqueous solution, twice by reflux of 50v / v% ethanol aqueous solution, twice by water reflux, each time for 3h, combine the extracts, and depressurize Concentrate to obtain total extract 2630g. The obtained extract was dispersed in 3 times the volume of warm water, extracted with petroleum ether, ethyl acetate, and n-butanol, and the solvent was recovered to obtain 840 g of petroleum ether, 80 g of ethyl acetate, and 560 g of n-butanol. The remaining water layer was concentrated to obtain 1100 g. The water part was subjected to silica gel column chromatography, eluted with a dichloromethane-methanol mixture with a volume ratio of 10:1, and combined by TLC to obtain 15 fractions, of which the 8th The fraction was subjected to column chromatography with a dichloromet...

Embodiment 2

[0038] A preparation method of a helexin compound as a medicine for treating liver cancer, the steps are as follows:

[0039] 1) Hedera saponin 7.10g (15mmol), anhydrous K 2 CO 3 5.18g (37.50mmol) and dry DMF (50mL) were added to a 100mL round bottom flask, and CH was slowly added under stirring 3I 1.88 mL (30 mmol). Stir at room temperature for 6 hours, dilute with water after the reaction is completed, wash with 1.0M hydrochloric acid until slightly acidic, then wash with water until neutral, and finally wash with saturated NaCl solution, dry the obtained organic phase with anhydrous magnesium sulfate, filter, and distill under reduced pressure The crude product of pale yellow solid was obtained, and column chromatography was carried out by using ethyl acetate-petroleum ether mixture with a volume ratio of 1:5 as the eluent, and a white solid O-16.30 g was obtained with a yield of 86.20%.

[0040] The chemical structure of the compound obtained by the present invention is...

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Abstract

The invention provides application of a hederagenin compound serving as a medicament for treating liver cancer and a preparation of the hederagenin compound. The hederagenin compound of a liver cancer treatment medicament is successfully prepared from hederagenin and derivatives thereof by separating purification hydrolysis and chemical synthesis methods from plants. The hederagenin compound provided by the invention is subjected to anti-hepatoma activity screening, and screening results discover that the hederagenin compound has remarkable anti-hepatoma activity, and can be used for treating patients with liver cancer after being prepared into medicaments for treating liver cancer. Reports on the hederagenin and a series of derivatives with the compound frame serving as medicaments for treating liver cancer are not found until now by means of searching.

Description

technical field [0001] The invention relates to the preparation and structure transformation method of plant active ingredients in the pharmaceutical industry, in particular to the application and preparation of a helexin compound as a drug for treating liver cancer. Background technique [0002] Liver cancer is known as the "cancer king" in the medical field, with a high incidence rate and difficult treatment. Currently, the treatment options for liver cancer depend on the stage of the disease, residual liver function, and the general condition of the patient. If the cancer is in the early stage and the remaining liver is healthy, surgical resection or liver transplantation after surgical resection is the only chance for liver cancer patients to be cured. However, most liver cancer patients in my country have already reached the middle and late stages when they are discovered, and currently there is basically "no cure". . It is now found that some traditional medicines suc...

Claims

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Application Information

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IPC IPC(8): A61K31/56A61K31/58C07J63/00C07J73/00A61P35/00
Inventor 刘玉明冯亚东孙璐聂建兵路熹孙琳娜
Owner TIANJIN UNIVERSITY OF TECHNOLOGY
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