SYNTHESIS AND ANTIMALARIAL ACTIVITIES OF STRUCTURALLY SIMPLIFIED 1,2,4-TRIOXANES RELATED TO ARTEMISININ

被引：31

作者：

POSNER, GH ^{[1
]}

OH, CH ^{[1
]}

GERENA, L ^{[1
]}

MILHOUS, WK ^{[1
]}

机构：

[1] WALTER REED ARMY MED CTR, WALTER REED ARMY INST RES, DIV EXPTL THERAPEUT, WASHINGTON, DC 20307 USA

来源：

HETEROATOM CHEMISTRY | 1995年 / 6卷 / 02期

关键词：

D O I：

10.1002/hc.520060205

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Eleven derivatives of the clinically useful, antimalarial, 1,2,4-trioxane artemisinin have been synthesized in only several steps from commercial cyclohexanones. Of these simple, tricyclic 1,2,4-trioxanes, 10 showed considerable in vitro antimalarial activity, with one being as potent as artemisinin. Some structure-activity relationship generalizations are made from this series of artemisinin analogs. Triethylsilyl hydrotrioxide (Et(3)SiOOOH), prepared in situ from ozone and triethylsilane, is shown to be a mild, fast-acting, and effective dioxetane-forming reagent with vinyl ethers and with a vinyl thioether on relatively small (50-100 mg) scale.

引用

页码：105 / 116

页数：12

共 59 条

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