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Abstract A series of new acrylic acid ethyl esters of quinolinones were synthesized from 4-(bromomethyl)quinolinones and screened for in vitro antimicrobial and in vivo analgesic and anti-inflammatory activities. Most of the compounds with chloro substitution at the C-6 or C-7 position in the quinolinone moiety and a methoxy group in the aryloxy moiety showed potent antibacterial and antifungal activities when compared with non-halogenated quinolinones and the quinolinones bearing a CH3 at the C-8 position. In a pharmacological evaluation, the halogen substitution at the C-6 or C-7 position in quinolinones was found to enhance both analgesic and anti-inflammatory activities of the molecule when compared with a simple unsubstituted (non-halogenated) quinolinone. The structures of all newly synthesized compounds were characterized by elemental analysis, IR, 1H NMR, 13C NMR, and FAB-MS. Graphical abstract
| Authors: | Rajesh G. Kalkhambkar, G. Aridoss, Geeta M. Kulkarni, R. M. Bapset, J. C. Kadakol, N. Premkumar, Yeon Tae Jeong | |
| Journal: | Monatshefte für Chemie / Chemical Monthly | |
| Year: | 2012 | |
| DOI: | 10.1007/s00706-011-0692-2 | |
| Publication date: | 09-01-2012 |
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