title: Synthesis and screening of cyclooxygenase inhibitory activity of some 1,3-dioxoisoindoline derivatives.
abstract: In this study, 15 compounds bearing N,N-phthaloylacetamide structure designed by the molecular simplification approach based on thalidomide structure were synthesized and evaluated for inhibitory potencies against cyclooxgenase (COX) isoenzymes, namely COX-1 and COX-2. The results suggested that the N,N-phthaloylacetamide structure, as a primary amide, has inhibitory activity against cyclooxygenase isoenzymes with a higher COX-1 selectivity. The conversion of the primary amide to secondary or tertiary derivatives lowered the potency but favored the COX-2 selectivity thus yielding the compounds with stronger COX-2 inhibiting activity.
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ege University Bornova, Izmir, Turkey.
authors.forename: Murat
authors.initials: M
authors.lastname: Cizmeciolu
authors.forename: Varol
authors.initials: V
authors.lastname: Pabuguoglu
authors.forename: Petek
authors.initials: P
authors.lastname: Ballar
authors.forename: Aysun
authors.initials: A
authors.lastname: Pabuççuoğlu
authors.forename: Zeynep
authors.initials: Z
authors.lastname: Soyer
mesh_terms: D051545:Cyclooxygenase 1 / Q000378:metabolism; D052246:Cyclooxygenase 2 Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology; D016861:Cyclooxygenase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D015195:Drug Design; D007202:Indicators and Reagents; D007211:Indoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D013055:Spectrophotometry, Infrared; D013329:Structure-Activity Relationship; D013792:Thalidomide / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D052246:Cyclooxygenase 2 Inhibitors; D016861:Cyclooxygenase Inhibitors; D007202:Indicators and Reagents; D007211:Indoles; D013792:Thalidomide; D051545:Cyclooxygenase 1