dc.contributor.author | Manley-King, Clarina I. | |
dc.contributor.author | Terre'blanche, Gisella | |
dc.contributor.author | Bergh, Jacobus J. | |
dc.contributor.author | Petzer, Jacobus P. | |
dc.contributor.author | Castagnoli, Neal | |
dc.date.accessioned | 2010-08-04T15:36:05Z | |
dc.date.available | 2010-08-04T15:36:05Z | |
dc.date.issued | 2009 | en_US |
dc.identifier.citation | Manley-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.issn | 0968-0896 | |
dc.identifier.uri | http://hdl.handle.net/10394/3357 | |
dc.identifier.uri | https://www.sciencedirect.com/science/article/pii/S0968089609002235 | |
dc.identifier.uri | https://doi.org/10.1016/j.bmc.2009.03.005 | |
dc.description.abstract | Based 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.iso | en | |
dc.publisher | Elsevier | |
dc.subject | Monoamine oxidase B | |
dc.subject | Reversible inhibitors | |
dc.subject | Competitive inhibition | |
dc.subject | Maleimide | |
dc.subject | Hydrolysis | |
dc.title | Inhibition of monoamine oxidase B by N-methyl-2-phenylmaleimides | en_US |
dc.contributor.researchID | 10727388 - Petzer, Jacobus Petrus | |
dc.contributor.researchID | 10206280 - Terre'Blanche, Gisella | |
dc.contributor.researchID | 10057072 - Bergh, Jacobus Johannes | |
dc.contributor.researchID | 21695814 - N'Da, Clarina Ilara | |