dc.contributor.author | Legoabe, Lesetja J. | |
dc.contributor.author | Petzer, Anél | |
dc.contributor.author | Petzer, Jacobus P. | |
dc.date.accessioned | 2014-01-09T09:54:32Z | |
dc.date.available | 2014-01-09T09:54:32Z | |
dc.date.issued | 2012 | |
dc.identifier.citation | Legoabe, L.J. et al. 2012. Selected C7-substituted chromone derivatives as monoamine oxidase inhibitors. Bioorganic chemistry, 45:1-11. [https://doi.org/10.1016/j.bioorg.2012.08.003] | en_US |
dc.identifier.issn | 0045-2068 | |
dc.identifier.issn | 1090-2120 (Online) | |
dc.identifier.uri | http://hdl.handle.net/10394/9895 | |
dc.identifier.uri | https://www.sciencedirect.com/science/article/pii/S0045206812000405 | |
dc.identifier.uri | https://doi.org/10.1016/j.bioorg.2012.08.003 | |
dc.description.abstract | A series of C7-substituted chromone (1-benzopyran-4-one) derivatives were synthesized and evaluated as inhibitors of recombinant human monoamine oxidase (MAO) A and B. The chromones are structurally related to a series of C7-functionalized coumarin (1-benzopyran-2-one) derivatives which has been reported to act as potent MAO inhibitors. The results of the current study document that the chromones are highly potent reversible inhibitors of MAO-B with IC50 values ranging from 0.008 to 0.370 μM. While the chromone derivatives also exhibit affinities for MAO-A, with IC50 values ranging from 0.495 to 8.03 μM, they are selective for the MAO-B isoform. Structure-activity relationships (SAR) show that 7-benzyloxy substitution of chromone is suitable for MAO-B inhibition with tolerance for a variety of substituents and substitution patterns on the benzyloxy ring. It may be concluded that 7-benzyloxychromones are appropriate lead compounds for the design of reversible and selective MAO-B inhibitors. With the aid of modeling studies, potential binding orientations and interactions of selected chromone derivatives in the MAO-A and -B active sites are examined. | en_US |
dc.language.iso | en | en_US |
dc.publisher | Elsevier | en_US |
dc.subject | Monoamine oxidase | en_US |
dc.subject | Inhibition | en_US |
dc.subject | Reversible | en_US |
dc.subject | Chromone | en_US |
dc.subject | Coumarin | en_US |
dc.subject | Structure-activity relationship | en_US |
dc.title | Selected C7-substituted chromone derivatives as monoamine oxidase inhibitors | en_US |
dc.type | Article | en_US |
dc.contributor.researchID | 12902608 - Legoabe, Lesetja Jan | |
dc.contributor.researchID | 12264954 - Petzer, Anél | |
dc.contributor.researchID | 10727388 - Petzer, Jacobus Petrus | |