title: Molecular modeling, synthesis and screening of some new 4-thiazolidinone derivatives with promising selective COX-2 inhibitory activity.
abstract: In order to develop new selective cyclooxygenase-2 inhibitors, a series of novel 2-aryl-3-(4-sulfamoyl/methylsulfonylphenylamino)-4-thiazolidinones were designed. Molecular modeling studies with COX-2 enzyme were performed by using MOE program. The designed compounds with reasonable binding modes and high docking scores were synthesized. Their COX-1/COX-2 inhibitory activities were evaluated in vitro, using NS-398 and indomethacine as reference compounds. Compounds possessing methyl group (3d and 4d) on the phenyl ring exhibited highly COX-2 inhibitory selectivity and potency.
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Hacettepe University, 06100, Ankara, Turkey. oyaunsal@hacettepe.edu.tr
authors.forename: Oya
authors.initials: O
authors.lastname: Unsal-Tan
authors.forename: Keriman
authors.initials: K
authors.lastname: Ozadali
authors.forename: Kevser
authors.initials: K
authors.lastname: Piskin
authors.forename: Ayla
authors.initials: A
authors.lastname: Balkan
mesh_terms: D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000737:chemistry; D051545:Cyclooxygenase 1 / Q000737:chemistry; D051546:Cyclooxygenase 2 / Q000737:chemistry*; D052246:Cyclooxygenase 2 Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D006801:Humans; D007213:Indomethacin / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D062105:Molecular Docking Simulation; D009578:Nitrobenzenes / Q000737:chemistry; D011994:Recombinant Proteins / Q000037:antagonists & inhibitors / Q000737:chemistry; D012756:Sheep; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000737:chemistry; D053778:Thiazolidines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D052246:Cyclooxygenase 2 Inhibitors; D009578:Nitrobenzenes; D011994:Recombinant Proteins; D013449:Sulfonamides; D053778:Thiazolidines; C080955:N-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide; D051545:Cyclooxygenase 1; D051546:Cyclooxygenase 2; C496540:PTGS2 protein, human; D007213:Indomethacin