Design and Synthesis of Stereochemically Defined Novel Spirocyclic P2-Ligands for HIV-1 Protease Inhibitors

被引：14

作者：

Ghosh, Arun K. ^{[1
,2
]}

Chapsal, Bruno D. ^{[1
,2
]}

Baldridge, Abigail ^{[1
,2
]}

Ide, Kazuhiko ^{[3
]}

Koh, Yashiro ^{[3
]}

Mitsuya, Hiroaki ^{[3
,4
]}

机构：

[1] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA

[2] Purdue Univ, Dept Med Chem, W Lafayette, IN 47907 USA

[3] Kumamoto Univ, Sch Med, Dept Hematol & Infect Dis, Kumamoto 8608556, Japan

[4] NCI, Expt Retrovirol Sect, HIV & AIDS Malignancy Branch, Ctr Canc Res, Bethesda, MD 20892 USA

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 22期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1021/ol8020308

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of a series of stereochemically defined spirocyclic compounds and their use as novel P2-ligands for HIV-1 protease inhibitors are described. The bicyclic core of the ligands was synthesized by an efficient nBu(3)SnH-promoted radical cyclization of a 1,6-enyne followed by oxidative cleavage. Structure-based design, synthesis of ligands, and biological evaluations of the resulting inhibitors are reported.

引用

页码：5135 / 5138

页数：4

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