Synthesis, antibacterial and anticonvulsant evaluations of some cyclic enaminones

Several cyclic enaminone esters were synthesized, characterized, and evaluated for anticonvulsant and antibacterial activities using standardized tests. A series of enaminones were mainly phenyl analogs of anticonvulsant enaminones, while a second series comprised of compounds bearing the oxazolidinone pharmacophoric moiety found in the synthetic antibacterial linezolid. The enaminone ester bearing an unsubstituted anilino analog showed class 2 anticonvulsant activity. This represents a first report of an unsubstituted anilino enaminone with anticonvulsant activity. The enaminone esters gave interesting UV data, and four analogs displayed potent anticonvulsant activities, while another four compounds showed moderate anticonvulsant activities. Surprisingly, none of the enaminone esters had any significant antibacterial activity.

Graphical abstract A novel series of enaminone esters were synthesized, characterized and evaluated for anticonvulsant activity against electrically and chemically induced seizures in mice, and antibacterial activities against specified organisms.Figure optionsDownload full-size imageDownload as PowerPoint slide