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.

中文翻译：

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1,2,3,6-四氢吡啶衍生物作为潜在的单胺氧化酶灭活剂的研究。

帕金森病诱导神经毒素1-甲基-4-苯基-1,2,3,6-四氢吡啶（MPTP）和紧密的结构类似物是唯一已知的具有良好单胺氧化酶底物性质的环状叔胺。除具有出色的底物特性外，MPTP还是单胺氧化酶B（MAO-B）的基于机理的灭活剂。为了尝试利用这种环状叔烯丙基胺和MAO-B之间的特殊相互作用，我们已开始进行研究以评估带有官能团的MPTP类似物的酶促和生物学特性，这些官能团已知可介导该酶的代谢依赖性失活。本文描述了1-cyclopropyl-4-phenyl-1,2,3,6-tetrahydropyridine的合成，酶底物/抑制剂特性以及神经毒性/神经保护特性，