Literature DB >> 11934574

Design and synthesis of lignostilbene-alpha,beta-dioxygenase inhibitors.

Sun young Han1, Hiroki Inoue, Tamami Terada, Shigehiro Kamoda, Yoshimasa Saburi, Katsuhiko Sekimata, Tamio Saito, Masatomo Kobayashi, Kazuo Shinozaki, Shigeo Yoshida, Tadao Asami.   

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.

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Year:  2002        PMID： 11934574     DOI： 10.1016/s0960-894x(02)00126-9

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  5 in total

1.  Structure and Spectroscopy of Alkene-Cleaving Dioxygenases Containing an Atypically Coordinated Non-Heme Iron Center.

Authors:  Xuewu Sui; Andrew C Weitz; Erik R Farquhar; Mohsen Badiee; Surajit Banerjee; Johannes von Lintig; Gregory P Tochtrop; Krzysztof Palczewski; Michael P Hendrich; Philip D Kiser
Journal:  Biochemistry       Date:  2017-05-19       Impact factor: 3.162

2.  Identification of functionally important residues and structural features in a bacterial lignostilbene dioxygenase.

Authors:  Eugene Kuatsjah; Meghan M Verstraete; Marek J Kobylarz; Alvin K N Liu; Michael E P Murphy; Lindsay D Eltis
Journal:  J Biol Chem       Date:  2019-07-10       Impact factor: 5.157

3.  A novel inhibitor of 9-cis-epoxycarotenoid dioxygenase in abscisic acid biosynthesis in higher plants.

Authors:  Sun-Young Han; Nobutaka Kitahata; Katsuhiko Sekimata; Tamio Saito; Masatomo Kobayashi; Kazuo Nakashima; Kazuko Yamaguchi-Shinozaki; Kazuo Shinozaki; Shigeo Yoshida; Tadao Asami
Journal:  Plant Physiol       Date:  2004-07-09       Impact factor: 8.340

4.  Identification of bacterial carotenoid cleavage dioxygenase homologues that cleave the interphenyl alpha,beta double bond of stilbene derivatives via a monooxygenase reaction.

Authors:  Erinn K Marasco; Claudia Schmidt-Dannert
Journal:  Chembiochem       Date:  2008-06-16       Impact factor: 3.164

Review 5.  Target sites for chemical regulation of strigolactone signaling.

Authors:  Hidemitsu Nakamura; Tadao Asami
Journal:  Front Plant Sci       Date:  2014-11-05       Impact factor: 5.753
  5 in total

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