Synthesis and Pharmacological Evaluation of Some 4‐Oxo‐quinoline‐2‐carboxylic Acid Derivatives as Anti‐inflammatory and Analgesic Agents

Abstract

The synthesis and the pharmacological activity of a series of 1-aroyl derivatives of kynurenic acid methyl ester (4-oxo-quinolin-2-carboxy methyl (KYNA) esters), structurally related to NSAID indomethacin are described. The derivatives were screened in vivo for anti-inflammatory and analgesic activities. Most of the compounds exhibited good anti-inflammatory and analgesic activities. An automatic docking of the synthesized compounds was performed using X-ray structures of COX-1 and COX-2. Docking results are in good accordance with the experimental biological data.

Supramolecular Ensemble of Tetraphenylcyclopentadienone Derivative and HgO nanoparticles: A One-Pot Approach for the Synthesis of Quinoline and Quinolone Derivatives

“…First two steps involve the preparation of quinolone derivative by the reaction between p ‐toluidine and 15 followed by the cyclization at high temperature. Finally, the aroylation at nitrogen of quinolones affords desired derivative 16 in good yields (Scheme ) . In the present work, intermediate quinolone derivative 14 b was synthesized by using supramolecular ensemble 5 : HgO as catalytic system.…”

Discovery of 2-Substituted 3-Arylquinoline Derivatives as Potential Anti-Inflammatory Agents Through Inhibition of LPS-Induced Inflammatory Responses in Macrophages

“…J-blue cell, a NF-êB reporter J774A.1 macrophage cell line, was obtained from Prof. Kuo-Feng Hua (National Ilan University, Taiwan) [16]. Cells were maintained in RPMI-1640 medium supplemented with Zeocin (200 ìg/mL) (InvivoGen, San Diego, CA, USA).…”

“…( E )-{3-chloro-2-{2-[1-(4-chlorophenyl)-3-(4-methoxyphenyl)-1 H -pyrazol-4-yl]vinyl}- quinolin-4-yl} (morpholino)methanone [14] is a selective COX-2 inhibitor with an IC 50 value of 0.10 μM. 3-(4-Methyl-2-oxo-1,2-dihydroquinolin-7-yl)-2-(4-nitrophenyl)thiazolidin-4-one ( 5 ) [15] was discovered to show potent anti-inflammatory activity in a carrageenan-induced paw edema model while methyl 6-methoxy-1-(4-methylbenzyl)-4-oxo-1,4-dihydroquinoline-2-carboxylate ( 6 ) [16] showed potent anti-inflammatory activity with a potency approximately equal to that of indomethacin. Much effort has been devoted to discover new and more effective quinoline-based therapeutics.…”

Unusual open chain quinolinyl peroxol and its alcohol counterpart obtained through a modified Skraup–Doebner–Von Miller quinoline synthesis: theoretical studies and complete 1H‐ and 13C‐NMR assignments

“…Quinolines are a large family of compounds well known for their wide range of biological and pharmacological activities including antimalarial activity, antioxidant, anti‐inflammatory, osteoclastogenesis and acetylcholinesterase inhibitory properties, and the list is far from being exhaustive.…”