Stereodivergent Synthesis of 17-α and 17-β-Aryl Steroids: Application and Biological Evaluation of D-Ring Cortistatin Analogues

被引：52
|
作者：
Shi, Jun [1 ]
Shigehisa, Hiroki [1 ]
Guerrero, Carlos A. [1 ]
Shenvi, Ryan A. [1 ]
Li, Chuang-Chuang [1 ]
Baran, Phil S. [1 ]
机构：
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 24期
关键词：
angiogenesis; asymmetric synthesis; natural products; CATALYTIC HYDROGENOLYSIS; CONCISE SYNTHESIS; ALKALOIDS; STEREOCHEMISTRY; HYDROGENATION; ALCOHOLS;
D O I：
10.1002/anie.200901116
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
One stereocenter makes all the difference: The synthesis and biological evaluation of 17-epi-cortistatin A is reported from a common intermediate used to procure natural cortistatin A. The synthesis features a unique stereocontrolled Raney-Ni reduction process that can be employed to reliably produce both α- and β-configured Dring aryl steroids. Biological evaluations of these "cortalogs" are reported for the first time. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：4328 / 4331
页数：4
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