130407-16-8Relevant articles and documents
Synthesis of Novel MPTP Analogs as Potential Monoamine Oxidase B (MAO-B) Inhibitors
Kalgutkar, Amit S.,Castagnoli, Neal
, p. 4165 - 4174 (2007/10/02)
The nigrostratial toxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) is an excellent substrate and a weak inactivator of the flavoenzyme monoamine oxidase B (MAO-B).In an attempt to develop novel mechanism-based inactivators of MAO-B, we have synth
Flexible N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine analogues: Synthesis and monoamine oxidase catalyzed bioactivation
Efange,Michelson,Remmel,Boudreau,Dutta,Freshler
, p. 3133 - 3138 (2007/10/02)
Eighteen analogues of N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) were synthesized and evaluated as substrates of monoamine oxidase. In general, the flexible analogues, characterized by the presence of a methylene (or ethylene) bridge between the aryl/heteroaryl and tetrahydropyridyl moieties, were better substrates of the enzyme than the conformationally restricted MPTP. It is suggested that the increased oxidative activity of these flexible analogues reflects enhanced binding due to the ability of the C-4-aryl/heteroaryl substituent to gain access to a hydrophobic pocket within the substrate binding site.