Design and Synthesis of 2(3H)-furanone Derivatives as g-Aminobutyric Acid Receptor Modulator

Abstract

Eleven new 3-(substituted-arylidene)-5-(4-chloro-3-methyl-phenyl)-)-3H-furan-2-one were synthesized from appropriate 4-(substituted -phenyl)-4-oxo-butyric acid and isatin derivatives. Molecular docking calculations experiments were performed using EXHZ version 1.4 and Auto Dock 4.0 to identify potential g-aminobutyric acid receptor modulator among all synthesized furanones. The anticonvulsant activities of selected compounds were evaluated in mice by PTZ induced seizure method. Result indicate that all tested compounds possess anti-convulsant activity after oral administration and that the compounds 1-acetyl-3-[5-(4-bromo-phenyl)-2-oxo-furan-3-ylidene]-1,3-dihydro-indol-2-one (C-6) and 1-acetyl-3-[5-(4-ethyl-phenyl)-2-oxo-furan-3-ylidene]-5-ethyl-1,3-dihydro-indol-2-one (C-8) possess significant anticonvulsant activity could be comparable to that of diazepam a standard.