Summary
Stylbasole analogs of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) were studied as monoamine oxidase (MAO) substrates. Dehydrogenation of these compounds was shown to be catalyzed by both serotonine specifical and benzylamine specifical MAO activities. Markedly high affinity of stylbasoles to B type of MAO was found. Influence of substrate structure on its biotransformation effectiveness is realized by the principle — “better binding-worse catalysis”. MAO inactivation during the reaction is appeared to be realized as result of product inhibition and perhaps of substrate inhibition.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
References
Bachurin SO, Sablin SO, Grishina GV, Gaydarova EL, Dubova LG, Zubov ND (1989) Monoamine oxidase catalysis of bioconversion of physiologically active 1-methyl-4-aryl-1,2,3,6-tetrahydropyridines. Bioorganicheskaya khimia 15:620–626 (russ).
Gray AP, Platz RD, Henderson TR, Chang TCP, Takahashi K, Drecthen KL (1988) Approaches to protection against nerve agent poisoning. (Naphthylvinil)pyridine derivatives as potential antidotes. J Med Chem 31:807–814.
Heikkilla RE, Manzino L, Cabbat FS, Duvoisin RC (1984) Protection against the dopaminergic neurotoxicity of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine by monoamine oxidase inhibitors. Nature 311:467–469.
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1990 Springer-Verlag
About this paper
Cite this paper
Sablin, S.O., Bachurin, S.O., Tkachenko, S.E. (1990). Stylbasole analogues of MPTP as monoamine oxidase (MAO) substrates. In: Riederer, P., Youdim, M.B.H. (eds) Amine Oxidases and Their Impact on Neurobiology. Journal of Neural Transmission, vol 32. Springer, Vienna. https://doi.org/10.1007/978-3-7091-9113-2_16
Download citation
DOI: https://doi.org/10.1007/978-3-7091-9113-2_16
Publisher Name: Springer, Vienna
Print ISBN: 978-3-211-82239-5
Online ISBN: 978-3-7091-9113-2
eBook Packages: Springer Book Archive