title: Syntheses and anti-inflammatory activity of novel oximes and O-acyloximes.
abstract: Novel oximes were prepared from the corresponding aldehyde or ketone in the usual way, and a number of oxime esters, O-lauroyl, O-2-pyridinecarbonyl, O-nicotinoyl, and O-isonicotinoyl oximes were synthesized by 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDCI)-4-dimethylaminopyridine (DMAP) method or a mixed anhydride method, in our search for potent anti-inflammatory compounds. The anti-inflammatory activity of these compounds was assessed by the carrageenan-induced paw edema assay in rats. The oximes (4, 5, and 13), O-lauroyloxime 1L, O-nicotinoyloximes (1N, 2N, 3N, and 4N), O-isonicotinoyloxime 1I, and O-2-pyridinecarbonyloxime 7P showed higher anti-inflammatory potency than aspirin, a prostaglandin cyclooxygenase inhibitor.
authors.affiliation: Faculty of Pharmaceutical Sciences, Mukogawa University, Hyogo, Japan.
authors.forename: T
authors.initials: T
authors.lastname: Katagi
authors.forename: H
authors.initials: H
authors.lastname: Kataoka
authors.forename: K
authors.initials: K
authors.lastname: Takahashi
authors.forename: T
authors.initials: T
authors.lastname: Fujioka
authors.forename: M
authors.initials: M
authors.lastname: Kunitomo
authors.forename: Y
authors.initials: Y
authors.lastname: Yamaguchi
authors.forename: M
authors.initials: M
authors.lastname: Fujiwara
authors.forename: T
authors.initials: T
authors.lastname: Inoi
mesh_terms: D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000494:pharmacology; D008297:Male; D010091:Oximes / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D017207:Rats, Sprague-Dawley
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D010091:Oximes