Diosgenin anti-tumor derivative and synthesizing method thereof

Abstract

The invention belongs to the technical field of medicine and discloses diosgenin anti-tumor derivative and a synthesizing method thereof. The synthesizing method comprises the steps: after compound 3is obtained, utilizing triethylamine as alkali to react with chloroacetyl chloride to obtain 3-Csite amide compound 4; finally, reacting the compound 4 with nitrogen-containing compound to obtain a series of amide nitrogen-containing compound 5. The derivative disclosed by the invention and intermediates of the derivative wholly show high inhibitory activity and low cytotoxicity, the derivative 5aand 5e containing piperazine and the intermediate 4 show stronger inhibitory activity, and the derivative 5c, 5e, 5f, 5g, 5h and 5i shows low cytotoxicity to HBE cells. The results of the derivativedisclosed by the invention can provide certain reference value for structural modification of the diosgenin and analysis of anti-tumor activity of different radicals.

Description

technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to a diosgenin antitumor derivative and a synthesis method thereof. Background technique [0002] Diosgenin is a steroidal compound isolated from the rhizomes of Dioscoreaceae plants such as Dioscorea scutellaria and Dioscorea punctatus. Its chemical name is Δ5-isospiral-3β-ol. It is a synthetic steroid hormone drug. It is an important raw material for steroidal contraceptives, and has pharmacological activities such as lowering blood fat, antithrombotic, and antitumor. However, diosgenin has defects such as high fat solubility, low oral bioavailability, weak antitumor activity, and relatively large toxic and side effects, which limit the application of diosgenin in medicine. In recent years, analysts have carried out a series of structural modifications and transformations on the 3-C hydroxyl group of the A ring and the 26-C F ring of diosgenin. Some derivatives have ...

AI Technical Summary

Problems solved by technology

[0005] Because diosgenin has problems such as high fat solubility, high toxicity and side effects, low oral availability and poor antitumor activity, its application in medicine is limited; by transforming the 3-position of diosgenin A ring into an amide nitrogen-containing structure Compounds that improve the problems of diosgenin, and there are few reports on the synthesis of similar derivatives

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