Synthesis and antimicrobial evaluation of some novel cholestane heterocyclic derivatives

被引：20

作者：

Elmegeed, GA ^{[1
]}

Wardakhan, WW

Younis, M

Louca, NA

机构：

[1] Natl Res Ctr, Hormone Dept, Giza, Egypt

[2] Natl Org Drug Control Res, Cairo, Egypt

[3] S Valley Univ, Fac Sci, Aswan, Egypt

来源：

ARCHIV DER PHARMAZIE | 2004年 / 337卷 / 03期

关键词：

cholestane; thienocholestane; pyranocholestane; pyridazinocholestane; benzo[b]cholestane; antimicrobial;

D O I：

10.1002/ardp.200300825

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

This study was performed to investigate the reactivity of 5alpha-cholestan-3-one (1) towards various chemical reagents to produce new steroidal heterocyclic derivatives. The aminothieno[2,3:2,3]cholestane derivative 2 was synthesized according to Gewald's conditions. The diazonium salt of compound 2 coupled with malononitrile to afford dicyanomethylenhydrazinothieno[2',3':2,3]cholestane derivative 5. The behavior of compound 5 towards nitrogen nucleophiles and several active methylene reagents was investigated. Additionally, a variety of steroidal heterocyclic derivatives like compounds 15a,b-22a,b were synthesized starting with 5alpha-cholestan-3-one (1). The structures of the compounds were established based on the analytical and spectral data. The in vitro antimicrobial activity of some newly synthesized compounds against bacteria and fungi was studied.

引用

页码：140 / 147

页数：8

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