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Synthesis and monoamine oxidase B substrate properties of 1-methyl-4-heteroaryl-1,2,3,6-tetrahydropyridines.

作者信息

Yu J, Castagnoli N

机构信息

Department of Chemistry, Virginia Polytechnic Institute and State University, Blacksburg 24061-0212, USA.

出版信息

Bioorg Med Chem. 1999 Dec;7(12):2835-42. doi: 10.1016/s0968-0896(99)00225-4.

DOI:10.1016/s0968-0896(99)00225-4
PMID:10658587
Abstract

Six analogues of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine [MPTP, (1)] bearing various heteroaryl groups at C-4 were synthesized and examined for their monoamine oxidase B substrate properties. The C-4 substituents include the 1-ethylpyrrol-2-yl, 1-propylpyrrol-2-yl, 1-isopropylpyrrol-2-yl, 1-cyclopropylpyrrol-2-yl, 3-ethylfuran-2-yl and 3-ethylthien-2-yl groups. The results provide information concerning steric and polar interactions between the C-4 substituent and the active site of MAO-B that are transmitted to the position of oxidation at C-6 of the tetrahydropyridinyl moiety.

摘要

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