Ring opening of artemisinin (qinghaosu) and dihydroartemisinin and interception of the open hydroperoxides with formation of N-oxides -: A chemical model for antimalarial mode of action

被引：71

作者：

Haynes, RK ^{[1
]}

Pai, HHO ^{[1
]}

Voerste, A ^{[1
]}

机构：

[1] Hong Kong Univ Sci & Technol, Dept Chem, Clear Water Bay, Kowloon, Peoples R China

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 25期

关键词：

D O I：

10.1016/S0040-4039(99)00830-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In CH2Cl2 in the presence of benzylamine, artemisinin transfers an oxygen atom from the intermediate open hydroperoxide to tertiary amines to form N-oxides and N-benzyl-11-azadesoxyartemisinin Base-catalyzed side reactions interfere with the corresponding reaction involving dihydroartemisinin. The reactions serve as a model for biological activity in which the act of binding to a protein liberates hydroperoxide. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：4715 / 4718

页数：4