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22-abeo-stigmasterol benzimidazole compound as well as preparation method and application thereof

A technology of benzimidazole and compound, applied in the field of 22-nor-stigmaster benzimidazole compound and its preparation, which can solve the problems of limited application range and high toxicity

Active Publication Date: 2016-08-03
张项春
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, various types of anti-tumor drugs continue to emerge and have been applied clinically, but the clinically used anti-tumor drugs have greatly limited their scope of use due to their high toxicity to human tissues

Method used

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  • 22-abeo-stigmasterol benzimidazole compound as well as preparation method and application thereof
  • 22-abeo-stigmasterol benzimidazole compound as well as preparation method and application thereof
  • 22-abeo-stigmasterol benzimidazole compound as well as preparation method and application thereof

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Experimental program
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Effect test

Embodiment 1

[0024] The present invention provides a kind of 22-nor-stigmaster benzimidazole compound, its structural formula is formula (III):

[0025]

[0026] A preparation method of 22-nor-stigmaster benzimidazole compound, comprising the following steps:

[0027] Step 1, add 12.06g stigmasterol into 10mL pyridine, after completely dissolving, add 5mL acetic anhydride, stir and react at room temperature for 24h, stop the reaction after the reaction is completed, add 30mL dilute hydrochloric acid with a concentration of 1mol / L, and transfer the product into the In the liquid funnel, use 15mL ethyl acetate to continuously extract 3 times (the amount of ethyl acetate is 15mL each time, after adding ethyl acetate for the first time, the solution is layered, and the organic layer is separated after layering, and placed in a conical bottle, then the water layer was extracted with ethyl acetate, after the water layer was extracted, the organic layer was separated, ethyl acetate was added t...

Embodiment 2

[0041] The present invention provides a kind of 22-nor-stigmaster benzimidazole compound, its structural formula is formula (III):

[0042]

[0043] A preparation method of 22-nor-stigmaster benzimidazole compound, comprising the following steps:

[0044] Step 1, add 12.06g stigmasterol into 10mL pyridine, after completely dissolving, add 5mL acetic anhydride, stir and react at room temperature for 24h, stop the reaction after the reaction is completed, add 30mL dilute hydrochloric acid with a concentration of 1mol / L, and transfer the product into the In the liquid funnel, use 15mL ethyl acetate to continuously extract 3 times (the amount of ethyl acetate is 15mL each time, after adding ethyl acetate for the first time, the solution is layered, and the organic layer is separated after layering, and placed in a conical bottle, then the water layer was extracted with ethyl acetate, after the water layer was extracted, the organic layer was separated, ethyl acetate was added t...

Embodiment 3

[0058] The present invention provides a kind of 22-nor-stigmaster benzimidazole compound, its structural formula is formula (III):

[0059]

[0060] A preparation method of 22-nor-stigmaster benzimidazole compound, comprising the following steps:

[0061] Step 1, add 12.06g stigmasterol into 10mL pyridine, after completely dissolving, add 5mL acetic anhydride, stir and react at room temperature for 24h, stop the reaction after the reaction is completed, add 30mL dilute hydrochloric acid with a concentration of 1mol / L, and transfer the product into the In the liquid funnel, use 15mL ethyl acetate to continuously extract 3 times (the amount of ethyl acetate is 15mL each time, after adding ethyl acetate for the first time, the solution is layered, and the organic layer is separated after layering, and placed in a conical bottle, then the water layer was extracted with ethyl acetate, after the water layer was extracted, the organic layer was separated, ethyl acetate was added t...

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PUM

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Abstract

The invention discloses a 22-abeo-stigmasterol benzimidazole compound as well as a preparation method and application thereof. The structural formula of the 22-abeo-stigmasterol benzimidazole compound is shown in the specification; experiments for in-vitro inhibition of growth and proliferation activities of cancer cells show that the 22-abeo-stigmasterol benzimidazole compound prepared by the preparation method has remarkable inhibition effect to multiple tumor cell strains such as human papillary thyroid cancer cells, human oral epidermoid carcinoma cells, cancer cell strains of cervical cancer and the like. Meanwhile, the 22-abeo-stigmasterol benzimidazole compound has no cytotoxicity to human kidney epithelial cells (HEK293T) and can be applied to the preparation of drugs for treating cancers.

Description

technical field [0001] The invention relates to the technical field of medicine. More specifically, the present invention relates to a 22-nor-stigmaster benzimidazole compound and its preparation method and application. Background technique [0002] Cancer is a major disease that endangers human health. Overcoming malignant tumors is a difficult problem in modern medicine, and it is also the biggest challenge for the pharmaceutical industry today. At present, various types of anti-tumor drugs are continuously emerging and used clinically, but the anti-tumor drugs used in clinical practice are highly toxic to human tissues, which greatly limits their scope of use. Therefore, finding anticancer drugs with high efficiency, high selectivity and small side effects is the main direction of anticancer drug development. [0003] Among the antineoplastic drugs, Finasteride is currently clinically used to treat benign prostatic hyperplasia, Estramustine phosphate sodium (Estramustin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J43/00A61K31/58A61P35/00
CPCC07J43/003
Inventor 甘春芳董新展军颜盛海兵崔建国黄燕敏
Owner 张项春
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