N-(2-氯乙基)-N-亚硝基氨基甲酰氨基酸酰胺的分解

Decomposition of N-(2-chloroethyl)-N-nitrosocarbamoyl amino acid amides.

作者信息

Süli-Vargha H, Bodi J, Meszåros M, Medzihradszky K

机构信息

Research Group for Peptide Chemistry, Hungarian Academy of Sciences, Budapest.

出版信息

J Med Chem. 1988 Aug;31(8):1492-5. doi: 10.1021/jm00403a003.

DOI:10.1021/jm00403a003

Abstract

The chemical decomposition of N-(2-chloroethyl)-N-nitrosocarbamoyl (Q(NO] prolinamide and valinamide were studied under physiological conditions. The volatile products were identified with GC. Q(NO)-Pro-NH2 gave twice the amount of ethylene glycol and only one-fifth of the 2-chloroethanol produced by Q(NO)-Val-NH2 or BCNU, pointing to different pathways of their decomposition. The carbamoylating activity was also investigated in the presence of cyclohexylamine, and it was found to lead mainly to intramolecular carbamoylation with the formation of hydantoin derivatives.

摘要

在生理条件下研究了N-(2-氯乙基)-N-亚硝基氨基甲酰基（Q(NO]脯氨酰胺和缬氨酰胺的化学分解。用气相色谱法鉴定挥发性产物。Q(NO)-Pro-NH2产生的乙二醇量是Q(NO)-Val-NH2或BCNU产生量的两倍，而2-氯乙醇的产生量只有五分之一，这表明它们的分解途径不同。还在环己胺存在下研究了氨甲酰化活性，发现其主要导致分子内氨甲酰化并形成乙内酰脲衍生物。

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