Reductive activation of mitomycin A by thiols

被引：19

作者：

Paz, MM ^{[1
]}

Tomasz, M ^{[1
]}

机构：

[1] CUNY Hunter Coll, Dept Chem, New York, NY 10021 USA

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 18期

关键词：

D O I：

10.1021/ol015517+

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Mitomycin C is unchanged upon exposure to thiols under physiological conditions. Its more toxic variant, mitomycin A (MA), undergoes elimination of methanol to give a variety of mitosene derivatives, diagnostic of its activation to a reactive electrophile. Evidence is presented for a novel reductive mechanism, characterized by the transient addition of a thiol to the quinone of MA, followed by intramolecular electron transfer, leading to reduced quinone and oxidized thiol.

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页码：2789 / 2792

页数：4

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