Chemical oxidation and metabolism of N-methyl-N-formylhydrazine. Evidence for diazenium and radical intermediates.
Chemical oxidation and metabolism of N-methyl-N-formylhydrazine. Evidence for diazenium and radical intermediates.
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N-甲基-N-甲酰肼的化学氧化和代谢。
DOI：
10.1016/0278-6915(91)90062-c
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发表时间：
1991
期刊：
影响因子：
--
通讯作者：
Toth,B
中科院分区：
文献类型：
--
作者：
Gannett,PM;Garrett,C;Lawson,T;Toth,B
N-甲基-N-甲酰肼（1）是食用菌Gyromitra esculenta的一种成分，是一种致癌物质。然而，人们对其作用方式知之甚少。为了确定在代谢过程中可能形成的中间体，我们检查了它的氧化化学，确定了产品，并推断这些产品的基础上的中间体。还研究了1与大鼠肝微粒体的孵育，并测定和定量了代谢产物。化学氧化和微粒体介导的氧化都产生了甲醛和乙醛。乙醛的形成需要（i）1氧化成二氮阳离子（I）或二氮烯（II）和（ii）I/II断裂成甲酰基和甲基自由基。这表明，这些自由基中间体可能是重要的理解和阐明致癌1。
N-MethylN-formylhydrazine (1), a component of the mushroomGyromitra esculenta, is a carcinogen. Its mode of action, however, is poorly understood. To determine the intermediates that may form during the metabolism of1, we examined its oxidative chemistry, identified the products and inferred the intermediates on the basis of these products. The incubation of1with rat liver microsomes was also studied and the metabolites determined and quantified. Both the chemical and the microsome-mediated oxidation of1yielded formaldehyde and acetaldehyde. The formation of acetaldehyde requires (i) the oxidation of1to a diazenium ion (I) or diazene (II) and (ii) fragmentation ofI/IIto formyl and methyl radicals. It is suggested that these radical intermediates may be important in understanding and elucidating carcinogenesis by1.