Literature DB >> 16495056

Design and synthesis of selective, high-affinity inhibitors of human cytochrome P450 2J2.

Pierre Lafite1, Sylvie Dijols, Didier Buisson, Anne-Christine Macherey, Darryl C Zeldin, Patrick M Dansette, Daniel Mansuy.   

Abstract

The active site topology, substrate specificity, and biological roles of the human cytochrome P450 CYP2J2, which is mainly expressed in the cardiovascular system, are poorly known even though recent data suggest that it could be a novel biomarker and potential target for therapy of human cancer. This paper reports a first series of high-affinity, selective CYP2J2 inhibitors that are related to terfenadine, with K(i) values as low as 160nM, that should be useful tools to determine the biological roles of CYP2J2.

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Year:  2006        PMID: 16495056      PMCID: PMC1876728          DOI: 10.1016/j.bmcl.2006.02.004

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


  26 in total

1.  Involvement of CYP2J2 and CYP4F12 in the metabolism of ebastine in human intestinal microsomes.

Authors:  Takanori Hashizume; Susumu Imaoka; Masashi Mise; Yoshiaki Terauchi; Toshihiko Fujii; Hisashi Miyazaki; Tetsuya Kamataki; Yoshihiko Funae
Journal:  J Pharmacol Exp Ther       Date:  2002-01       Impact factor: 4.030

2.  Further characterization of the expression in liver and catalytic activity of CYP2B6.

Authors:  S Ekins; M Vandenbranden; B J Ring; J S Gillespie; T J Yang; H V Gelboin; S A Wrighton
Journal:  J Pharmacol Exp Ther       Date:  1998-09       Impact factor: 4.030

3.  Diclofenac and its derivatives as tools for studying human cytochromes P450 active sites: particular efficiency and regioselectivity of P450 2Cs.

Authors:  A Mancy; M Antignac; C Minoletti; S Dijols; V Mouries; N T Duong; P Battioni; P M Dansette; D Mansuy
Journal:  Biochemistry       Date:  1999-10-26       Impact factor: 3.162

4.  Arachidonic acid epoxygenase metabolites stimulate endothelial cell growth and angiogenesis via mitogen-activated protein kinase and phosphatidylinositol 3-kinase/Akt signaling pathways.

Authors:  Yan Wang; Xin Wei; Xiao Xiao; Rutai Hui; Jeffrey W Card; Michelle A Carey; Dao Wen Wang; Darryl C Zeldin
Journal:  J Pharmacol Exp Ther       Date:  2005-04-19       Impact factor: 4.030

5.  Crystal structure of human cytochrome P450 2D6.

Authors:  Paul Rowland; Frank E Blaney; Martin G Smyth; Jo J Jones; Vaughan R Leydon; Amanda K Oxbrow; Ceri J Lewis; Mike G Tennant; Sandeep Modi; Drake S Eggleston; Richard J Chenery; Angela M Bridges
Journal:  J Biol Chem       Date:  2005-12-13       Impact factor: 5.157

6.  Catalytic activities of human liver cytochrome P-450 IIIA4 expressed in Saccharomyces cerevisiae.

Authors:  W R Brian; M A Sari; M Iwasaki; T Shimada; L S Kaminsky; F P Guengerich
Journal:  Biochemistry       Date:  1990-12-25       Impact factor: 3.162

7.  Cytochrome P450 2C is an EDHF synthase in coronary arteries.

Authors:  B Fisslthaler; R Popp; L Kiss; M Potente; D R Harder; I Fleming; R Busse
Journal:  Nature       Date:  1999-09-30       Impact factor: 49.962

8.  Rabbit aorta converts 15-HPETE to trihydroxyeicosatrienoic acids: potential role of cytochrome P450.

Authors:  Sandra L Pfister; Nancy Spitzbarth; Darryl C Zeldin; Pierre Lafite; Daniel Mansuy; William B Campbell
Journal:  Arch Biochem Biophys       Date:  2003-12-01       Impact factor: 4.013

9.  The structure of human microsomal cytochrome P450 3A4 determined by X-ray crystallography to 2.05-A resolution.

Authors:  Jason K Yano; Michael R Wester; Guillaume A Schoch; Keith J Griffin; C David Stout; Eric F Johnson
Journal:  J Biol Chem       Date:  2004-07-16       Impact factor: 5.157

10.  Structures of human microsomal cytochrome P450 2A6 complexed with coumarin and methoxsalen.

Authors:  Jason K Yano; Mei-Hui Hsu; Keith J Griffin; C David Stout; Eric F Johnson
Journal:  Nat Struct Mol Biol       Date:  2005-08-07       Impact factor: 15.369

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  10 in total

1.  Cytochrome P450 2J2 is highly expressed in hematologic malignant diseases and promotes tumor cell growth.

Authors:  Chen Chen; Xin Wei; Xiaoquan Rao; Jun Wu; Shenglan Yang; Fuqiong Chen; Ding Ma; Jianfeng Zhou; Ryan T Dackor; Darryl C Zeldin; Dao Wen Wang
Journal:  J Pharmacol Exp Ther       Date:  2010-10-28       Impact factor: 4.030

2.  Heme Modification Contributes to the Mechanism-Based Inactivation of Human Cytochrome P450 2J2 by Two Terminal Acetylenic Compounds.

Authors:  Hsia-Lien Lin; Haoming Zhang; Vyvyca J Walker; Jaime D'Agostino; Paul F Hollenberg
Journal:  Drug Metab Dispos       Date:  2017-07-11       Impact factor: 3.922

3.  Identifying a selective substrate and inhibitor pair for the evaluation of CYP2J2 activity.

Authors:  Caroline A Lee; J P Jones; Jonathan Katayama; Rüdiger Kaspera; Ying Jiang; Sascha Freiwald; Evan Smith; Gregory S Walker; Rheem A Totah
Journal:  Drug Metab Dispos       Date:  2012-02-10       Impact factor: 3.922

4.  Selective, competitive and mechanism-based inhibitors of human cytochrome P450 2J2.

Authors:  Pierre Lafite; Sylvie Dijols; Darryl C Zeldin; Patrick M Dansette; Daniel Mansuy
Journal:  Arch Biochem Biophys       Date:  2007-04-10       Impact factor: 4.013

5.  Selective inhibitors of CYP2J2 related to terfenadine exhibit strong activity against human cancers in vitro and in vivo.

Authors:  Chen Chen; Guiling Li; Wanmin Liao; Jun Wu; Liu Liu; Ding Ma; Jianfeng Zhou; Reem H Elbekai; Matthew L Edin; Darryl C Zeldin; Dao Wen Wang
Journal:  J Pharmacol Exp Ther       Date:  2009-03-16       Impact factor: 4.030

Review 6.  Roles of the epoxygenase CYP2J2 in the endothelium.

Authors:  Ara Askari; Scott J Thomson; Matthew L Edin; Darryl C Zeldin; David Bishop-Bailey
Journal:  Prostaglandins Other Lipid Mediat       Date:  2013-03-06       Impact factor: 3.072

7.  Unusual regioselectivity and active site topology of human cytochrome P450 2J2.

Authors:  Pierre Lafite; François André; Darryl C Zeldin; Patrick M Dansette; Daniel Mansuy
Journal:  Biochemistry       Date:  2007-08-17       Impact factor: 3.162

8.  Formation of Both Heme and Apoprotein Adducts Contributes to the Mechanism-Based Inactivation of Human CYP2J2 by 17α-Ethynylestradiol.

Authors:  Hsia-Lien Lin; Haoming Zhang; Paul F Hollenberg
Journal:  Drug Metab Dispos       Date:  2018-03-30       Impact factor: 3.922

9.  Inducible CYP2J2 and its product 11,12-EET promotes bacterial phagocytosis: a role for CYP2J2 deficiency in the pathogenesis of Crohn's disease?

Authors:  Jonas Bystrom; Scott J Thomson; Jörgen Johansson; Matthew L Edin; Darryl C Zeldin; Derek W Gilroy; Andrew M Smith; David Bishop-Bailey
Journal:  PLoS One       Date:  2013-09-13       Impact factor: 3.240

10.  Role of Arginine 117 in Substrate Recognition by Human Cytochrome P450 2J2.

Authors:  Pierre Lafite; François André; Joan P Graves; Darryl C Zeldin; Patrick M Dansette; Daniel Mansuy
Journal:  Int J Mol Sci       Date:  2018-07-16       Impact factor: 5.923

  10 in total

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