title: Design and synthesis of lignostilbene-alpha,beta-dioxygenase inhibitors.
abstract: Lignostilbene-alpha,beta-dioxygenase cleaves the olefinic double bond of phenolic stilbenes by a mechanism similar to that of 9-cis-epoxycarotenoid dioxygenase, a key enzyme in abscisic acid biosynthesis. Several analogues of stilbene were designed and synthesized, and their efficacy as inhibitors of lignostilbene-alpha,beta-dioxygenase was examined. The compound (Z)-1-(4-hydroxyphenyl)-1-fluoro-2-phenylethene (2) was found to be a potent inhibitor of this enzyme with an IC(50) of 3 microM.
authors.affiliation: RIKEN, Hirosawa 2-1, Wako, 351-0198, Saitama, Japan.
authors.forename: Sun young
authors.initials: Sy
authors.lastname: Han
authors.forename: Hiroki
authors.initials: H
authors.lastname: Inoue
authors.forename: Tamami
authors.initials: T
authors.lastname: Terada
authors.forename: Shigehiro
authors.initials: S
authors.lastname: Kamoda
authors.forename: Yoshimasa
authors.initials: Y
authors.lastname: Saburi
authors.forename: Katsuhiko
authors.initials: K
authors.lastname: Sekimata
authors.forename: Tamio
authors.initials: T
authors.lastname: Saito
authors.forename: Masatomo
authors.initials: M
authors.lastname: Kobayashi
authors.forename: Kazuo
authors.initials: K
authors.lastname: Shinozaki
authors.forename: Shigeo
authors.initials: S
authors.lastname: Yoshida
authors.forename: Tadao
authors.initials: T
authors.lastname: Asami
mesh_terms: D049308:Dioxygenases; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry*; D010105:Oxygenases / Q000037:antagonists & inhibitors*
chemical_list: D004791:Enzyme Inhibitors; D010105:Oxygenases; D049308:Dioxygenases; C069684:lignostilbene-alpha,beta-dioxygenase