dc.contributor.author | Nel, Magdalena S. | |
dc.contributor.author | Petzer, Anél | |
dc.contributor.author | Petzer, Jacobus P. | |
dc.contributor.author | Legoabe, Lesetja J. | |
dc.date.accessioned | 2016-10-31T08:38:01Z | |
dc.date.available | 2016-10-31T08:38:01Z | |
dc.date.issued | 2016 | |
dc.identifier.citation | Nel, M.S. et al. 2016. 2-Heteroarylidene-1-indanone derivatives as inhibitors of monoamine oxidase. Bioorganic chemistry, 69:20-28. [https://doi.org/10.1016/j.bioorg.2016.09.004] | en_US |
dc.identifier.issn | 0045-2068 | |
dc.identifier.issn | 1090-2120 (Online) | |
dc.identifier.uri | http://hdl.handle.net/10394/19234 | |
dc.identifier.uri | https://www.sciencedirect.com/science/article/pii/S0045206816302024 | |
dc.identifier.uri | https://doi.org/10.1016/j.bioorg.2016.09.004 | |
dc.description.abstract | In the present study a series of fifteen 2-heteroarylidene-1-indanone derivatives were synthesised and evaluated as inhibitors of recombinant human monoamine oxidase (MAO) A and B. These compounds are structurally related to series of heterocyclic chalcone derivatives which have previously been shown to act as MAO-B specific inhibitors. The results document that the 2-heteroarylidene-1-indanones are in vitro inhibitors of MAO-B, displaying IC50 values of 0.0044–1.53 μM. Although with lower potencies, the derivatives also inhibit the MAO-A isoform with IC50 values as low as 0.061 μM. An analysis of the structure-activity relationships for MAO-B inhibition indicates that substitution with the methoxy group on the A-ring leads to a significant enhancement in MAO-B inhibition compared to the unsubstituted homologues while the effect of the heteroaromatic substituent on activity, in decreasing order is: 5-bromo-2-furan > 5-methyl-2-furan > 2-pyridine ≈ 2-thiophene > cyclohexyl > 3-pyridine ≈ 2-furan. It may therefore be concluded that 2-heteroarylidene-1-indanone derivatives are promising leads for the design of MAO inhibitors for the treatment of Parkinson’s disease and possibly other neurodegenerative disorders | en_US |
dc.language.iso | en | en_US |
dc.publisher | Elsevier | en_US |
dc.subject | Indanone | en_US |
dc.subject | Monoamine oxidase | en_US |
dc.subject | MAO | en_US |
dc.subject | Inhibition | en_US |
dc.subject | Chalcone | en_US |
dc.subject | SAR | en_US |
dc.subject | Heterocyclic | en_US |
dc.title | 2-Heteroarylidene-1-indanone derivatives as inhibitors of monoamine oxidase | en_US |
dc.type | Article | en_US |
dc.contributor.researchID | 12264954 - Petzer, Anél | |
dc.contributor.researchID | 10727388 - Petzer, Jacobus Petrus | |
dc.contributor.researchID | 12902608 - Legoabe, Lesetja Jan | |
dc.contributor.researchID | 22683178 - Nel, Magdalena Salomina | |