STUDIES ON 1,2,3,6-TETRAHYDROPYRIDINE DERIVATIVES AS POTENTIAL MONOAMINE-OXIDASE INACTIVATORS

被引：32

作者：

HALL, L ^{[1
]}

MURRAY, S ^{[1
]}

CASTAGNOLI, K ^{[1
]}

CASTAGNOLI, N ^{[1
]}

机构：

[1] VIRGINIA POLYTECH INST & STATE UNIV, DEPT CHEM, BLACKSBURG, VA 24061 USA

来源：

CHEMICAL RESEARCH IN TOXICOLOGY | 1992年 / 5卷 / 05期

关键词：

D O I：

10.1021/tx00029a006

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The Parkinsonian-inducing neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) and close structural analogs are the only known cyclic tertiary amines with good monoamine oxidase substrate properties. In addition to its excellent substrate properties, MPTP is a mechanism-based inactivator of monoamine oxidase B (MAO-B). In an attempt to exploit the special interactions between this cyclic tertiary allylamine and MAO-B, we have initiated studies to evaluate the enzymatic and biological properties of MPTP analogs bearing functional groups which are known to mediate the metabolism-dependent inactivation of this enzyme. This paper describes the synthesis, enzyme substrate/inhibitor properties, and neurotoxic/neuroprotective properties of 1-cyclopropyl-4-phenyl-1,2,3,6-tetrahydropyridine, the corresponding acyclic secondary amine (E)-4-cyclopropyl-2-phenyl-2-butene, and 4-cyclopropyl-1-methyl-1,2,3,6-tetrahydropyridine.

引用

页码：625 / 633

页数：9

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