Literature DB >> 23684894

Inhibition of soluble epoxide hydrolase by fulvestrant and sulfoxides.

Christophe Morisseau1, Svitlana Pakhomova, Sung Hee Hwang, Marcia E Newcomer, Bruce D Hammock.   

Abstract

The soluble epoxide hydrolase (sEH) is a key enzyme in the metabolism of epoxy-fatty acids, signaling molecules involved in numerous biologies. Toward finding novel inhibitors of sEH, a library of known drugs was tested for inhibition of sEH. We found that fulvestrant, an anticancer agent, is a potent (KI=26 nM) competitive inhibitor of sEH. From this observation, we found that alkyl-sulfoxides represent a new kind of pharmacophore for the inhibition of sEH.
Copyright © 2013 Elsevier Ltd. All rights reserved.

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Year:  2013        PMID: 23684894      PMCID: PMC3703951          DOI: 10.1016/j.bmcl.2013.04.083

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


  30 in total

1.  Structure of human epoxide hydrolase reveals mechanistic inferences on bifunctional catalysis in epoxide and phosphate ester hydrolysis.

Authors:  German A Gomez; Christophe Morisseau; Bruce D Hammock; David W Christianson
Journal:  Biochemistry       Date:  2004-04-27       Impact factor: 3.162

Review 2.  Epoxide hydrolases: mechanisms, inhibitor designs, and biological roles.

Authors:  Christophe Morisseau; Bruce D Hammock
Journal:  Annu Rev Pharmacol Toxicol       Date:  2005       Impact factor: 13.820

3.  Fluorescent substrates for soluble epoxide hydrolase and application to inhibition studies.

Authors:  Paul D Jones; Nicola M Wolf; Christophe Morisseau; Paul Whetstone; Bertold Hock; Bruce D Hammock
Journal:  Anal Biochem       Date:  2005-08-01       Impact factor: 3.365

4.  Development of a high-throughput screen for soluble epoxide hydrolase inhibition.

Authors:  Nicola M Wolf; Christophe Morisseau; Paul D Jones; Bertold Hock; Bruce D Hammock
Journal:  Anal Biochem       Date:  2006-05-11       Impact factor: 3.365

5.  Soluble epoxide hydrolase is a therapeutic target for acute inflammation.

Authors:  Kara R Schmelzer; Lukas Kubala; John W Newman; In-Hae Kim; Jason P Eiserich; Bruce D Hammock
Journal:  Proc Natl Acad Sci U S A       Date:  2005-06-30       Impact factor: 11.205

6.  Potent urea and carbamate inhibitors of soluble epoxide hydrolases.

Authors:  C Morisseau; M H Goodrow; D Dowdy; J Zheng; J F Greene; J R Sanborn; B D Hammock
Journal:  Proc Natl Acad Sci U S A       Date:  1999-08-03       Impact factor: 11.205

Review 7.  Arachidonic acid cytochrome P450 epoxygenase pathway.

Authors:  Arthur A Spector
Journal:  J Lipid Res       Date:  2008-10-23       Impact factor: 5.922

8.  Synthesis and biological activity of 4-substituted benzoxazolone derivatives as a new class of sEH inhibitors with high anti-inflammatory activity in vivo.

Authors:  Li Tang; Wen-Hua Ma; Yun-Long Ma; Shu-Rong Ban; Xiu-E Feng; Qing-Shan Li
Journal:  Bioorg Med Chem Lett       Date:  2013-02-19       Impact factor: 2.823

9.  Pharmacokinetic profile of the fulvestrant loading dose regimen in postmenopausal women with hormone receptor-positive advanced breast cancer.

Authors:  Peter McCormack; Francisco Sapunar
Journal:  Clin Breast Cancer       Date:  2008-08       Impact factor: 3.225

10.  Discovery of potent non-urea inhibitors of soluble epoxide hydrolase.

Authors:  Yuli Xie; Yidong Liu; Gangli Gong; Deborah H Smith; Fang Yan; Alison Rinderspacher; Yan Feng; Zhengxiang Zhu; Xiangpo Li; Shi-Xian Deng; Lars Branden; Dusica Vidović; Caty Chung; Stephan Schürer; Christophe Morisseau; Bruce D Hammock; Donald W Landry
Journal:  Bioorg Med Chem Lett       Date:  2008-09-20       Impact factor: 2.823

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  5 in total

1.  Probing the orientation of inhibitor and epoxy-eicosatrienoic acid binding in the active site of soluble epoxide hydrolase.

Authors:  Kin Sing Stephen Lee; Niel M Henriksen; Connie J Ng; Jun Yang; Weitao Jia; Christophe Morisseau; Armann Andaya; Michael K Gilson; Bruce D Hammock
Journal:  Arch Biochem Biophys       Date:  2016-10-29       Impact factor: 4.013

2.  Repositioning of Quinazolinedione-Based Compounds on Soluble Epoxide Hydrolase (sEH) through 3D Structure-Based Pharmacophore Model-Driven Investigation.

Authors:  Erica Gazzillo; Stefania Terracciano; Dafne Ruggiero; Marianna Potenza; Maria Giovanna Chini; Gianluigi Lauro; Katrin Fischer; Robert Klaus Hofstetter; Assunta Giordano; Oliver Werz; Ines Bruno; Giuseppe Bifulco
Journal:  Molecules       Date:  2022-06-16       Impact factor: 4.927

Review 3.  Cytochrome P450 epoxygenase pathway of polyunsaturated fatty acid metabolism.

Authors:  Arthur A Spector; Hee-Yong Kim
Journal:  Biochim Biophys Acta       Date:  2014-08-02

4.  Effect of soluble epoxide hydrolase polymorphism on substrate and inhibitor selectivity and dimer formation.

Authors:  Christophe Morisseau; Aaron T Wecksler; Catherine Deng; Hua Dong; Jun Yang; Kin Sing S Lee; Sean D Kodani; Bruce D Hammock
Journal:  J Lipid Res       Date:  2014-04-27       Impact factor: 5.922

Review 5.  Small Molecule Soluble Epoxide Hydrolase Inhibitors in Multitarget and Combination Therapies for Inflammation and Cancer.

Authors:  Amarjyoti Das Mahapatra; Rinku Choubey; Bhaskar Datta
Journal:  Molecules       Date:  2020-11-24       Impact factor: 4.411

  5 in total

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