Isolation and Characterization of a Monoamine Oxidase Inhibitor from Tobacco Leaves
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- 作者：Ashraf A. Khalil ; Salome Steyn ; and Neal Castagnoli ; Jr.
- 刊名：Chemical Research in Toxicology
- 出版年：2000
- 出版时间：January 2000
- 年：2000
- 卷：13
- 期：1
- 页码：31 - 35
- 全文大小：71K
- 年卷期：v.13,no.1(January 2000)
- ISSN：1520-5010
文摘
Recent positron emission tomography imaging studies have demonstrated a significantdecrease in both monoamine oxidase A and B (MAO-A and MAO-B) activities in the brains ofsmokers. Normal levels of activity are observed in former smokers, suggesting the presence ofone or more compounds in tobacco smoke that may inhibit these enzymes. In this paper, wereport the results of efforts to identify compounds present in flue-cured tobacco leaves thatinhibit MAO. The isolation procedure was guided by estimating the inhibitory properties oftobacco leaf extracts on the liver mitochondrial MAO-B-catalyzed oxidation of 1-methyl-4-(1-methylpyrrol-2-yl)-1,2,3,6-tetrahydropyridine to the corresponding dihydropyridinium metabolite. Fractionation of extracts from flue-cured tobacco leaves led to the isolation of a competitiveinhibitor of human MAO-A (Ki = 3 
M) and MAO-B (Ki = 6 M), the structure of which couldbe assigned by classical spectroscopic analysis and confirmed by synthesis. This informationmay help to provide insights into some aspects of the pharmacology and toxicology of tobaccoproducts.
M) and MAO-B (Ki = 6 M), the structure of which couldbe assigned by classical spectroscopic analysis and confirmed by synthesis. This informationmay help to provide insights into some aspects of the pharmacology and toxicology of tobaccoproducts.