Microsomal P450-Catalyzed N-Dealkylation of N,N-Dialkylanilines: Evidence for a C-H Abstraction

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• 作者：Mehul N. Bhakta and Kandatege Wimalasena
• 刊名：Journal of the American Chemical Society
• 出版年：2002
• 出版时间：March 6, 2002
• 年：2002
• 卷：124
• 期：9
• 页码：1844 - 1845
• 全文大小：36K
• 年卷期：v.124,no.9(March 6, 2002)
• ISSN：1520-5126

文摘

The early proposal that P₄₅₀-catalyzed N-dealkylation of N,N-dialkylamines proceeds through a single-electron-transfer (SET) mechanism was later challenged in favor of the C-H abstraction mechanism. In the present study, a series of N-alkyl-N-cyclopropyl-p-chloroaniline probes have been used to examine whether the P₄₅₀-catalyzed N-dealkylations proceed through a C-H abstraction and/or a SET mechanism, using phenobarbital-induced rat liver microsomal P₄₅₀ enzymes as a model system. While the findings are highly consistent with a C-H abstraction mechanism, further experimental evidence may be necessary to completely rule out the SET mechanism.