Synthesis and in vitro antimalarial activity of sulfone endoperoxides

被引：42

作者：

Bachi, MD ^{[1
]}

Korshin, EE

Ploypradith, P

Cumming, JN

Xie, SJ

Shapiro, TA

Posner, GH

机构：

[1] Weizmann Inst Sci, Dept Organ Chem, IL-76100 Rehovot, Israel

[2] Johns Hopkins Univ, Sch Arts & Sci, Dept Chem, Baltimore, MD 21218 USA

[3] Johns Hopkins Univ, Sch Med, Dept Med, Baltimore, MD 21205 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1998年 / 8卷 / 08期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0960-894X(98)00141-3

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of 4,8-dimethyl-4-phenylsulfonylmethyl-2,3-dioxabicyclo[3.3.1]nonanes, carrying a variety of substituents at position-8 (4) were prepared by a short and efficient method from R-(+)-limonene. Key reactions include thiol oxygen cooxidation, and alkylation and acylation of a sterically hindered tertiary alcohol compatible with the endoperoxy functionality. Some of compounds 4, which are structurally related to yingzhaosu A (2), were found to exhibit in vitro antimalarial activity comparable to that of artemisinin (1) and superior to that of arteflene (3). (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：903 / 908

页数：6

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