Synthesis and biological evaluation of 17-[4-(2-aminoethoxy)phenyl]-16,17-secoestra-1,3,5(10)-triene derivatives

被引：1

作者：

Sakac, Marija N.

Gasi, Katarina M. Penov

Djurendic, Evgenija A.

Andric, Silvana

Miljkovic, Dusan A.

机构：

[1] Univ Novi Sad, Fac Sci, Dept Chem, Novi Sad 21000, Serbia

[2] Univ Novi Sad, Fac Sci, Dept Biol, Novi Sad 21000, Serbia

来源：

COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS | 2007年 / 72卷 / 03期

关键词：

steroids; 16,17-secosteroids; estra-1,3,5(10)-triene derivatives; nitriles; estrogenic activity; antiestrogenic activity;

D O I：

10.1135/cccc20070403

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Starting from 3-(benzyloxy)-16-(hydroxyimino) estra-1,3,5(10)-trien-17-one ( 1), 3-(benzyloxy)17-{ 4-[2-(dimethylamino) ethoxy] phenyl}-17-oxo-16,17-secoestra-1,3,5(10)-triene-16-nitrile (3a) was synthesized. Reduction of 3a with sodium borohydride yielded secocyano alcohol 4a, as well as the secoamino alcohol 5a when reduction was performed with sodium borohydride in the presence of cobalt(II) salt. Deprotection of the C-3 hydroxy group in compounds 3a - 5a by catalytic hydrogenolysis resulted in the corresponding 3-hydroxy derivatives 3b - 5b. Compounds 3b - 5b were tested on residual estrogenic and potential antiestrogenic activities.

引用

页码：403 / 410

页数：8

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