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dc.contributor.authorPretorius, Anélen_US
dc.contributor.authorOgunrombi, Modupe O.en_US
dc.contributor.authorFourie, Hendriken_US
dc.contributor.authorTerre'blanche, Gisellaen_US
dc.contributor.authorBergh, Jacobus J.en_US
dc.contributor.authorPetzer, Jacobus P.en_US
dc.date.accessioned2012-02-29T09:49:50Z
dc.date.available2012-02-29T09:49:50Z
dc.date.issued2010en_US
dc.identifier.citationPretorius, A. et al. 2010. Interactions of 1-methyl-3-phenylpyrrolidine and 3-methyl-1-phenyl-3-azabicyclo[3.1.0]hexane with monoamine oxidase B. Bioorganic & medicinal chemistry, 18(11):4111-4118. [https://doi.org/10.1016/j.bmc.2010.03.079]en_US
dc.identifier.issn0968-0896en_US
dc.identifier.urihttp://hdl.handle.net/10394/6000
dc.identifier.urihttps://doi.org/10.1016/j.bmc.2010.03.079
dc.identifier.urihttp://www.sciencedirect.com/science/article/pii/S0968089610002932?via%3Dihub
dc.description.abstractThe parkinsonian inducing agent 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) and its corresponding five-membered ring analogue 1-methyl-3-phenyl-3-pyrroline are cyclic tertiary allylamines and good substrates of monoamine oxidase B (MAO-B). The MAO-B catalyzed 2-electron α-carbon oxidation of this class of substrates appears to be dependent on the presence of the allylic π-bond since the corresponding saturated piperidinyl analogue of MPTP is reported not to be an MAO-B substrate. The only saturated cyclic tertiary amine known to act as an MAO-B substrate is the 3,4-cyclopropyl analogue of MPTP, 3-methyl-6-phenyl-3-azabicyclo[4.1.0]heptane. As part of our ongoing studies we have examined the MAO-B substrate properties of the corresponding pyrrolidinyl analogue, 1-methyl-3-phenylpyrrolidine, and the 3,4-cyclopropyl analogue, 3-methyl-1-phenyl-3-azabicyclo[3.1.0]hexane. The results document that both the pyrrolidinyl analogue [Km = 234 μM; Vmax = 8.37 nmol/(min-mg mitochondrial protein)] and the 3,4-cyclopropyl analogue [Km = 148 μM; Vmax = 16.9 nmol/(min-mg mitochondrial protein)] are substrates of baboon liver mitochondrial MAO-B. We also have compared the neurotoxic potential of these compounds in the C57BL/6 mouse. The results led us to conclude that these compounds are not MPTP-type neurotoxins
dc.publisherElsevieren_US
dc.subjectMonoamine oxidase
dc.subjectSaturated substrate
dc.subject1-Methyl-3-phenylpyrrolidine
dc.subject3-Methyl-1-phenyl-3-azabicyclo[3.1.0]hexane
dc.subject1-Methyl-3-phenyl-3-pyrroline
dc.titleInteractions of 1-methyl-3-phenylpyrrolidine and 3-methyl-1-phenyl-3-azabicyclo[3.1.0]hexane with monoamine oxidase Ben_US
dc.contributor.researchID10057072 - Bergh, Jacobus Johannes
dc.contributor.researchID12264954 - Petzer, Anél
dc.contributor.researchID10727388 - Petzer, Jacobus Petrus
dc.contributor.researchID10206280 - Terre'Blanche, Gisella
dc.contributor.researchID12608351 - Ogunrombi, Modupe Olufunmilayo
dc.contributor.researchID13129090 - Fourie, Hendrik Johannes


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