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dc.contributor.authorManley-King, Clarina I.
dc.contributor.authorTerre'blanche, Gisella
dc.contributor.authorBergh, Jacobus J.
dc.contributor.authorPetzer, Jacobus P.
dc.contributor.authorCastagnoli, Neal
dc.date.accessioned2010-08-04T15:36:05Z
dc.date.available2010-08-04T15:36:05Z
dc.date.issued2009en_US
dc.identifier.citationManley-King, C.I. et al. 2009. Inhibition of monoamine oxidase B by N-methyl-2-phenylmaleimides. Bioorganic & medicinal chemistry, 17(8):3104-3110. [https://doi.org/10.1016/j.bmc.2009.03.005]en_US
dc.identifier.issn0968-0896
dc.identifier.urihttp://hdl.handle.net/10394/3357
dc.identifier.urihttps://www.sciencedirect.com/science/article/pii/S0968089609002235
dc.identifier.urihttps://doi.org/10.1016/j.bmc.2009.03.005
dc.description.abstractBased on a recent report that 1-methyl-3-phenylpyrrolyl analogues are moderately potent reversible inhibitors of the enzyme monoamine oxidase B (MAO-B), a series of structurally related N-methyl-2-phenylmaleimidyl analogues has been prepared and evaluated as inhibitors of MAO-B. In general, the maleimides were more potent competitive inhibitors than the corresponding pyrrolyl analogues. N-Methyl-2-phenylmaleimide was found to be the most potent inhibitor with an enzyme-inhibitor dissociation constant (K(i) value) of 3.49 microM, approximately 30-fold more potent than 1-methyl-3-phenylpyrrole (K(i)=118 microM). This difference in activities may be dependent upon the ability of the maleimidyl heterocyclic system to act as a hydrogen bond acceptor. This is in correspondence with literature reports which suggest that hydrogen bond formation is involved in stabilizing inhibitor-MAO-B complexes. Also reported here is a brief kinetic study of the hydrolysis of the N-methyl-2-phenylmaleimidyl analogues in aqueous solution. The findings of the inhibition studies are discussed with reference to the rate and extent of hydrolysis.
dc.language.isoen
dc.publisherElsevier
dc.subjectMonoamine oxidase B
dc.subjectReversible inhibitors
dc.subjectCompetitive inhibition
dc.subjectMaleimide
dc.subjectHydrolysis
dc.titleInhibition of monoamine oxidase B by N-methyl-2-phenylmaleimidesen_US
dc.contributor.researchID10727388 - Petzer, Jacobus Petrus
dc.contributor.researchID10206280 - Terre'Blanche, Gisella
dc.contributor.researchID10057072 - Bergh, Jacobus Johannes
dc.contributor.researchID21695814 - N'Da, Clarina Ilara


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