Alkylating capacity and reaction products of antimalarial trioxanes after activation by a heme model

被引：51

作者：

Cazelles, J ^{[1
]}

Robert, A ^{[1
]}

Meunier, B ^{[1
]}

机构：

[1] CNRS, Chim Coordinat Lab, F-31077 Toulouse 4, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 03期

关键词：

D O I：

10.1021/jo010688d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reactivity of 1,2,4-trioxane molecules 2-5, structurally related to the antimalarial drug artemisinin, with a heme model, manganese(II) tetraphenylporphyrin, is reported. With the pharmacologically active drugs 2-4, covalent adducts were obtained by addition of a drug-derived radical onto the porphyrin macrocycle, whereas no reaction was obtained with the nonactive compound 5. This confirms that alkylation is probably one of the key factors of the pharmacological activity of endoperoxide-based antimalarial drugs.

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页码：609 / 619

页数：11

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