title: [Catalytic biotransformation of physiologically active 1-methyl-4- aryl-1,2,3,6-tetrahydropyridines under the action of monoaminooxidase].
abstract: Kinetics of monoamine oxidase (MAO) catalyzed dehydrogenation of neurotropic analogues of biogenic monoamines in the 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine series were studied. It is shown that methyl substitution in the phenyl ring increases significantly the enzyme-substrate affinity, but the substituent's effect on the catalytic stage largely depends upon its position in the ring. o- and m-Methyl derivatives were preferably oxidized by B type of MAO, whereas p-total derivative was oxidized by B type as well as by A type of the enzyme. In the course of the oxidation reactions MAO is irreversibly inhibited by the dihydropyridinium product of the reaction, particularly in case of methyl derivatives. The significant and structure-dependent inhibition of the enzyme might be responsible for the differences in neurotropic properties of the above substrate homologues.
authors: S O
authors: SO
authors: Bachurin
authors: S O
authors: SO
authors: Sablin
authors: G V
authors: GV
authors: Grishina
authors: E L
authors: EL
authors: Gaĭdarova
authors: D G
authors: DG
authors: Dubova
mesh_terms: D015632:1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine; D001711:Biotransformation; D002384:Catalysis; D055598:Chemical Phenomena; D002621:Chemistry; D007700:Kinetics; D008995:Monoamine Oxidase / Q000378:metabolism*; D010084:Oxidation-Reduction; D011725:Pyridines / Q000493:pharmacokinetics*; D013379:Substrate Specificity
chemical_list: D011725:Pyridines; D015632:1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine; D008995:Monoamine Oxidase
vernacular_title: Kataliticheskaia biotransformatsiia fiziologicheski aktivnykh 1-metil-4-aril-1,2,3,6-tetragidropiridinov pod deĭstviem monoaminoksidazy.