Total Syntheses of Hexacyclinol, 5-epi-Hexacyclinol, and Desoxohexacyclinol Unveil an Antimalarial Prodrug Motif (Retraction of vol 45, pg 2769, 2006)

被引：0

作者：

La Clair, James J. ^{[1
]}

机构：

[1] Xenobe Res Inst, San Diego, CA 92164 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 47期

关键词：

antimalarial agents; medicinal chemistry; natural products; terpenoids; total synthesis; ABSOLUTE-CONFIGURATION; HYDROLYSIS; ACID;

D O I：

10.1002/anie.200504033

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

All sewn up: A "three-staged stitch" was used to append the A-C rings of desoxohexacyclinol (1), which was further converted into the related compounds hexacyclinol (2) and 5-epi-hexacyclinol (3). Screening of the late-staged intermediates indicated that precursors to 1 retain potent antimalarial activity. The mechanism of this action is suggested to involve a three-step prodrug-like activation. (Figure Presented) © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2769 / 2773

页数：5