Publication Type : Journal Article
Publisher : Bioorg Chem
Source : Bioorg Chem, Volume 62, p.22-9 (2015)
Url : https://pubmed.ncbi.nlm.nih.gov/26189013/
Keywords : Chalcones, Humans, Hydrocarbons, Fluorinated, Molecular Docking Simulation, Monoamine oxidase, Monoamine Oxidase Inhibitors, Propane
Campus : Kochi
School : School of Pharmacy
Department : Pharmaceutical Chemistry & Analysis
Year : 2015
Abstract : A series of methoxylated chalcones with fluoro and trifluoromethyl derivatives were synthesized and investigated for their ability to inhibit human monoamine oxidase A and B. The chemical structures of the compounds have been characterized by means of their (1)H NMR, (13)C NMR, Mass spectroscopic datas and elemental analysis. The results demonstrate that these compounds are reversible and selective MAO-B inhibitors with a competitive mode of inhibition. The most potent compound (2E)-1-(4-methoxyphenyl)-3-[4-(trifluoromethyl)phenyl] prop-2-en-1-one showed the best activity and higher selectivity towards hMAO-B with Ki and SI values of 0.22±0.01μM and 0.05 comparable to that standard drug, Selegiline Ki and SI values were found as 0.33±0.03μM and 0.04, respectively. Molecular docking studies were carried out to further explain the in vitro results of the new compounds, and to identify the hypothetical binding mode for the compounds inside the inhibitor binding cavity of hMAO-B.
Cite this Research Publication : Bijo Mathew, Mathew, G. Elizabeth, Ucar, G., Baysal, I., Suresh, J., Vilapurathu, J. Kunjumon, Prakasan, A., Suresh, J. Kuruppath, and Thomas, A., “Development of fluorinated methoxylated chalcones as selective monoamine oxidase-B inhibitors: Synthesis, biochemistry and molecular docking studies.”, Bioorg Chem, vol. 62, pp. 22-9, 2015.