Synthesis and biological studies of some new acrylic acid ethyl esters of quinolinone

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 CH 3 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, 1 H NMR, 13 C NMR, and FAB-MS.

Design, Synthesis, and Pharmacology of New Triazole-Containing Quinolinones as CNS Active Agents

“…Quinolinone and its derivatives comprise an important group of heterocyclic compounds that exhibit a wide range of pharmacological properties such as anticonvulsant [ 21 ], anti-cancer [ 22 ], antifungal, anti-inflammatory [ 23 ], and antidepressant activities [ 24 ]. Persistent efforts have been made over the years to develop novel congeners with superior biological activities and the minimal potential for undesirable side effects.…”