Studies on the pyrrolinone metabolites derived from the tobacco alkaloid 1-methyl-2-(3-pyridinyl)pyrrole (beta-nicotyrine).
Studies on the pyrrolinone metabolites derived from the tobacco alkaloid 1-methyl-2-(3-pyridinyl)pyrrole (beta-nicotyrine).
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源自烟草生物碱 1-甲基-2-(3-吡啶基)吡咯（β-烟酪氨酸）的吡咯啉酮代谢物的研究。
DOI：
10.1021/tx990019j
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发表时间：
1999
期刊：
影响因子：
--
通讯作者：
CastagnoliJr,N
中科院分区：
文献类型：
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作者：
Liu,X;Zang,L;VanderSchyf,CJ;Igarashi,K;Castagnoli,K;CastagnoliJr,N
先前的研究已经确定，烟草生物碱1-甲基-2-（3-吡啶基）吡咯（β-二烯烟碱）通过兔肺和肝微粒体制备物生物转化为相应的3-和4-吡咯啉-2-酮的平衡混合物。这些吡咯啉-2-酮的自氧化产生化学稳定的5-羟基-5-（3-吡啶基）-3-吡咯啉-2-酮。本文总结了努力更完整地记录这羟基吡咯啉酮的途径。化学和光谱证据表明2-羟基-1-甲基-5-（3-吡啶基）吡咯（2-羟基-β-二烯烟碱）是该反应途径中的关键中间体。潜在的毒理学兴趣是检测该化合物自氧化产生的自由基物质。
Previous studies have established that the tobacco alkaloid 1-methyl-2-(3-pyridyl)pyrrole (β-nicotyrine) is biotransformed by rabbit lung and liver microsomal preparations to an equilibrium mixture of the corresponding 3- and 4-pyrrolin-2-ones. Autoxidation of these pyrrolin-2-ones generates the chemically stable 5-hydroxy-5-(3-pyridinyl)-3-pyrrolin-2-one. This paper summarizes efforts to document more completely the pathway leading to this hydroxypyrrolinone. Chemical and spectroscopic evidence implicates the 2-hydroxy-1-methyl-5-(3-pyridinyl)pyrrole (2-hydroxy-β-nicotyrine) as the key intermediate in this reaction pathway. Of potential toxicological interest is the detection of radical species derived from the autoxidation of this compound.