Synthesis and antiproliferative evaluation of some novel B-nor-D-homosteroids

Jianguo Cui; Qifu Lin; Chunfang Gan; Junyan Zhan; Wei Su; Dandan Zhao; Binbin Qi; Yanmin Huang

doi:10.1016/j.steroids.2015.03.012

Synthesis and antiproliferative evaluation of some novel B-nor-D-homosteroids

Steroids. 2015 Jun:98:138-42. doi: 10.1016/j.steroids.2015.03.012. Epub 2015 Mar 23.

Authors

Jianguo Cui¹, Qifu Lin¹, Chunfang Gan¹, Junyan Zhan¹, Wei Su¹, Dandan Zhao¹, Binbin Qi¹, Yanmin Huang²

Affiliations

¹ College of Chemistry and Materials Science, Guangxi Teachers Education University, Nanning 530001, China.
² College of Chemistry and Materials Science, Guangxi Teachers Education University, Nanning 530001, China. Electronic address: huangyanmin828@163.com.

PMID: 25814068
DOI: 10.1016/j.steroids.2015.03.012

Abstract

Using 3β-hydroxy-5-androsten-17-one as a starting material, a series of novel nitrogen-containing B-nor-D-homosteroids were designed and synthesized by the oximation, Beckman rearrangement, ozonation, cyclization and condensation reaction. The structures of all new compounds were determined by analysis of their NMR, MS and IR spectra. The antiproliferative activity of compounds was evaluated against HT-29 (colonic carcinoma), HeLa (human cervical carcinoma) and Bel 7404 (human liver carcinoma) cells.

Keywords: 3β-Hydroxy-5-androsten-17-one; Antiproliferative activity; B-nor-D-homosteroids; Dehydroepiandrosterone.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Androstenediols / chemistry*
Antineoplastic Agents* / chemical synthesis
Antineoplastic Agents* / chemistry
Antineoplastic Agents* / pharmacology
Cell Proliferation / drug effects*
Drug Screening Assays, Antitumor
HeLa Cells
Humans

Substances

3,15-dihydroxy-5-androst-en-17-one
Androstenediols
Antineoplastic Agents