title: Rational Design and Synthesis of Benzamides as Non-ulcerogenic Anti-inflammatory Agents.
abstract: In an attempt to find a new class of anti-inflammatory agents, a series of novel benzamides 3 (ab1-ab16) was synthesized by utilizing some arylideneoxazolones 2(az1-az4) having 2-acetyloxyphenyl substitution on their second position. IR, 1H-NMR, 13C NMR and HRMS, confirmed the structures of these synthesized compounds. Among the tested benzamide compounds 3ab1, 3ab2, 3ab11 and 3ab16 showed promising anti-inflammatory activity with lessened propensity to cause gastro-intestinal hypermotility and ulceration when compared with standard Indomethacin. Virtual screening was performed by docking the designed compounds into the ATP binding site of COX-2 receptor to predict if these compounds have analogous binding mode to the COX-2 inhibitor.
authors.affiliation: Department of Pharmaceutical Chemistry, R. C. Patel College of Pharmacy, Shirpur (Dhule), Maharashtra, India. khadsesaurabh74@yahoo.in.
authors.forename: Saurabh
authors.initials: S
authors.lastname: Khadse
authors.forename: Vinod
authors.initials: V
authors.lastname: Ugale
authors.forename: Gokul
authors.initials: G
authors.lastname: Talele
mesh_terms: D000818:Animals; D001549:Benzamides / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology* / Q000633:toxicity; D001665:Binding Sites; D066241:Carbon-13 Magnetic Resonance Spectroscopy; D002351:Carrageenan; D051546:Cyclooxygenase 2 / Q000737:chemistry / Q000378:metabolism; D052246:Cyclooxygenase 2 Inhibitors / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology* / Q000633:toxicity; D004195:Disease Models, Animal; D015195:Drug Design; D004487:Edema / Q000139:chemically induced / Q000517:prevention & control; D005260:Female; D006632:Histamine; D007213:Indomethacin / Q000737:chemistry / Q000633:toxicity; D008297:Male; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D066244:Proton Magnetic Resonance Spectroscopy; D017208:Rats, Wistar; D018570:Risk Assessment; D013055:Spectrophotometry, Infrared; D013276:Stomach Ulcer / Q000139:chemically induced / Q000473:pathology; D013329:Structure-Activity Relationship
chemical_list: D001549:Benzamides; D052246:Cyclooxygenase 2 Inhibitors; D006632:Histamine; D002351:Carrageenan; D051546:Cyclooxygenase 2; D007213:Indomethacin