title: Salicylate-urea-based soluble epoxide hydrolase inhibitors with high metabolic and chemical stabilities.
abstract: We investigated N-adamantyl-N'-phenyl urea derivatives as simple sEH inhibitors. Salicylate ester derivatives have high inhibitory activities against human sEH, while the free benzoic acids are less active. The methyl salicylate derivative is a potent sEH inhibitor, which also has high metabolic and chemical stabilities; suggesting that such inhibitors are potential lead molecule for bioactive compounds acting in vivo.
authors.affiliation: Department of Entomology and University of California Davis Cancer Center, University of California, One Shields Avenue, Davis, CA 95616, USA.
authors.forename: Takeo
authors.initials: T
authors.lastname: Kasagami
authors.forename: In-Hae
authors.initials: IH
authors.lastname: Kim
authors.forename: Hsing-Ju
authors.initials: HJ
authors.lastname: Tsai
authors.forename: Kosuke
authors.initials: K
authors.lastname: Nishi
authors.forename: Bruce D
authors.initials: BD
authors.lastname: Hammock
authors.forename: Christophe
authors.initials: C
authors.lastname: Morisseau
mesh_terms: D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000494:pharmacology; D001565:Benzoates / Q000737:chemistry; D002626:Chemistry, Pharmaceutical / Q000379:methods; D015195:Drug Design; D004851:Epoxide Hydrolases / Q000037:antagonists & inhibitors* / Q000737:chemistry; D006801:Humans; D006860:Hydrogen Bonding; D006868:Hydrolysis; D006973:Hypertension / Q000188:drug therapy; D020128:Inhibitory Concentration 50; D007700:Kinetics; D008956:Models, Chemical; D012459:Salicylates / Q000737:chemistry*; D013050:Spectrometry, Fluorescence / Q000379:methods; D014508:Urea / Q000737:chemistry*
chemical_list: D000893:Anti-Inflammatory Agents; D001565:Benzoates; D012459:Salicylates; D014508:Urea; D004851:Epoxide Hydrolases