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N-甲基去甲烟碱离子，R-(+)-尼古丁的一种新的体内代谢产物。

N-Methylnornicotinium ion, a new in vivo metabolite of R-(+)-nicotine.

作者信息

Sato M, Crooks P A

出版信息

Drug Metab Dispos. 1985 May-Jun;13(3):348-53.

PMID:2861995
Abstract

N-Methylnornicotinium ion has been identified as a metabolite in the urine of male Hartley guinea pigs that had been chronically dosed ip with R-(+)-nicotine. Under similar conditions, S-(-)-nicotine is not biotransformed into this metabolite. The metabolite was isolated and purified by preparative high performance cation-exchange liquid chromatography. The structural identity of the metabolite was determined by UV spectrophotometric analysis and sodium borohydride reduction followed by GLC-mass spectrometric analysis, and Fourier transform 1H NMR spectrometric analysis. The formation of this metabolic product from nicotine represents a unique example of N-demethylation and N-methylation reactions both occurring within the same molecule.

摘要

N-甲基去甲烟碱离子已被鉴定为经腹腔长期注射R-(+)-尼古丁的雄性Hartley豚鼠尿液中的一种代谢物。在类似条件下，S-(-)-尼古丁不会生物转化为这种代谢物。该代谢物通过制备型高效阳离子交换液相色谱法进行分离和纯化。通过紫外分光光度分析、硼氢化钠还原后进行气相色谱-质谱分析以及傅里叶变换1H核磁共振光谱分析来确定该代谢物的结构特征。尼古丁形成这种代谢产物代表了同一分子内同时发生N-去甲基化和N-甲基化反应的独特例子。

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