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

被引：10

作者：

Cui, Jianguo ^{[1
]}

Lin, Qifu ^{[1
]}

Gan, Chunfang ^{[1
]}

Zhan, Junyan ^{[1
]}

Su, Wei ^{[1
]}

Zhao, Dandan ^{[1
]}

Qi, Binbin ^{[1
]}

Huang, Yanmin ^{[1
]}

机构：

[1] Guangxi Teachers Educ Univ, Coll Chem & Mat Sci, Nanning 530001, Peoples R China

来源：

STEROIDS | 2015年 / 98卷

基金：

中国国家自然科学基金;

关键词：

Dehydroepiandrosterone; 3; beta-Hydroxy-5-androsten-17-one; B-nor-D-homosteroids; Antiproliferative activity; 1ST STEREOSELECTIVE-SYNTHESIS; STEROL INDUCING APOPTOSIS; HOMO-LACTAM DERIVATIVES; IN-VITRO; BIOLOGICAL EVALUATION; MARINE SPONGE; ABEO-STEROLS; INHIBITORS;

D O I：

10.1016/j.steroids.2015.03.012

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Using 3 3-hydroxy-5-androsten-17-one as a starting material, a series of novel nitrogen-containing beta-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. (C) 2015 Elsevier Inc. All rights reserved.

引用

页码：138 / 142

页数：5

共 25 条

[21] Lactandrate: a D-homo-aza-androsterone alkylator in the treatment of breast cancer [J].

Trafalis, Dimitrios T. P. ;

Geromichalos, George D. ;

Koukoulitsa, Catherine ;

Papageorgiou, Athanasios ;

Karamanakos, Panayiotis ;

Camoutsis, Charalambos .

BREAST CANCER RESEARCH AND TREATMENT, 2006, 97 (01) :17-31

[22] Synthesis and in vitro biological evaluation of ring B abeo-sterols as novel inhibitors of Mycobacterium tuberculosis [J].

Wei, Xiaomei ;

Rodriguez, Abimael D. ;

Wang, Yuehong ;

Franzblau, Scott G. .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (20) :5448-5450

[23] Novel ring B abeo-sterols as growth inhibitors of Mycobacterium tuberculosis isolated from a Caribbean Sea sponge, Svenzea zeai [J].

Wei, Xiaomei ;

Rodriguez, Abimael D. ;

Wang, Yuehong ;

Franzblau, Scott G. .

TETRAHEDRON LETTERS, 2007, 48 (50) :8851-8854

[24] Evidence for ozone formation in human atherosclerotic arteries [J].

Wentworth, P ;

Nieva, J ;

Takeuchi, C ;

Galve, R ;

Wentworth, AD ;

Dilley, RB ;

DeLaria, GA ;

Saven, A ;

Babior, BM ;

Janda, KD ;

Eschenmoser, A ;

Lerner, RA .

SCIENCE, 2003, 302 (5647) :1053-1056

[25] Anticancer steroid sulfatase inhibitors:: synthesis of a potent fluorinated second-generation agent, in vitro and in vivo activities, molecular modeling, and protein crystallography [J].

Woo, L. W. Lawrence ;

Fischer, Delphine S. ;

Sharland, Christopher M. ;

Trusselle, Melanie ;

Foster, Paul A. ;

Chander, Surinder K. ;

Di Fiore, Anna ;

Supuran, Claudiu T. ;

De Simone, Giuseppina ;

Purohit, Atul ;

Reed, Michael J. ;

Potter, Barry V. L. .

MOLECULAR CANCER THERAPEUTICS, 2008, 7 (08) :2435-2444

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