title: Design, synthesis, and biological evaluation of (E)- and (Z)-styryl-2-acetoxyphenyl sulfides and sulfones as cyclooxygenase-2 inhibitors.
abstract: A new series of styryl acetoxyphenyl sulfides and sulfones possessing (E)- and (Z)-configurations were designed and prepared by stereospecific syntheses. All these compounds were evaluated for their ability to inhibit COX-2 enzyme in vitro. Structure-activity relationship studies on these compounds revealed that only sulfides with (Z)-configuration have potential COX-2 inhibitory activity. This inactivation of the enzyme is believed to be due to the selective covalent modification of COX-2 by the inhibitors.
authors.affiliation: Fels Institute for Cancer Research, Temple University School of Medicine, 3307 North Broad Street, Philadelphia, PA 19140-5101, USA.
authors.forename: M V Ramana
authors.initials: MV
authors.lastname: Reddy
authors.forename: Muralidhar Reddy
authors.initials: MR
authors.lastname: Mallireddigari
authors.forename: Venkat R
authors.initials: VR
authors.lastname: Pallela
authors.forename: Padmavathi
authors.initials: P
authors.lastname: Venkatapuram
authors.forename: Rengasamy
authors.initials: R
authors.lastname: Boominathan
authors.forename: Stanley C
authors.initials: SC
authors.lastname: Bell
authors.forename: E Premkumar
authors.initials: EP
authors.lastname: Reddy
mesh_terms: D000818:Animals; D051546:Cyclooxygenase 2; D052246:Cyclooxygenase 2 Inhibitors; D016861:Cyclooxygenase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D011451:Prostaglandin-Endoperoxide Synthases / Q000187:drug effects*; D012756:Sheep; D013440:Sulfides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013450:Sulfones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D052246:Cyclooxygenase 2 Inhibitors; D016861:Cyclooxygenase Inhibitors; D013440:Sulfides; D013450:Sulfones; D051546:Cyclooxygenase 2; D011451:Prostaglandin-Endoperoxide Synthases