Literature DB >> 20655236

Inactivation of protein tyrosine phosphatases by oltipraz and other cancer chemopreventive 1,2-dithiole-3-thiones.

Sanjib Bhattacharyya1, Haiying Zhou, Derrick R Seiner, Kent S Gates.   

Abstract

Dithiolethiones upregulate the expression of cancer-preventive proteins via modification of thiol residues in the Keap1-Nrf2 transcription factor complex. In addition to Keap1-Nrf2, dithiolethiones have the potential to modify a variety of cysteine-containing proteins in the cell. Such 'off target' reactions could contribute to either side effects or cancer-preventive efficacy. Evidence is presented here that cancer chemopreventive dithiolethiones inactivate protein tyrosine phosphatases via covalent, but thiol-labile, modification of active site residues. This observation may explain a number of previously reported cellular responses to dithiolethiones. Copyright 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID: 20655236      PMCID: PMC3253851          DOI: 10.1016/j.bmc.2010.06.084

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  34 in total

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Authors:  M D Jackson; J M Denu
Journal:  Chem Rev       Date:  2001-08       Impact factor: 60.622

2.  Vanadate inhibition of protein tyrosine phosphatases mimics hydrogen peroxide in the activation of the ERK pathway in alveolar macrophages.

Authors:  Martine Torres; Henry Jay Forman
Journal:  Ann N Y Acad Sci       Date:  2002-11       Impact factor: 5.691

Review 3.  The 'Shp'ing news: SH2 domain-containing tyrosine phosphatases in cell signaling.

Authors:  Benjamin G Neel; Haihua Gu; Lily Pao
Journal:  Trends Biochem Sci       Date:  2003-06       Impact factor: 13.807

Review 4.  Chemical and mechanistic approaches to the study of protein tyrosine phosphatases.

Authors:  Zhong-Yin Zhang
Journal:  Acc Chem Res       Date:  2003-06       Impact factor: 22.384

5.  The chemopreventive agent oltipraz possesses potent antiangiogenic activity in vitro, ex vivo, and in vivo and inhibits tumor xenograft growth.

Authors:  Bruce A Ruggeri; Candy Robinson; Thelma Angeles; John Wilkinson; Margie L Clapper
Journal:  Clin Cancer Res       Date:  2002-01       Impact factor: 12.531

6.  Roles of superoxide radical anion in signal transduction mediated by reversible regulation of protein-tyrosine phosphatase 1B.

Authors:  W C Barrett; J P DeGnore; Y F Keng; Z Y Zhang; M B Yim; P B Chock
Journal:  J Biol Chem       Date:  1999-12-03       Impact factor: 5.157

7.  Kinetic constraints for the thiolysis of 4-methyl-5-(pyrazin-2-yl)-1,2-dithiole-3-thione (oltipraz) and related dithiole-3-thiones in aqueous solution.

Authors:  K A Carey; T W Kensler; J C Fishbein
Journal:  Chem Res Toxicol       Date:  2001-08       Impact factor: 3.739

Review 8.  Protein tyrosine phosphatase 1B inhibitors for diabetes.

Authors:  Theodore O Johnson; Jacques Ermolieff; Michael R Jirousek
Journal:  Nat Rev Drug Discov       Date:  2002-09       Impact factor: 84.694

9.  Inhibition of the tyrosine phosphatase SHP-2 suppresses angiogenesis in vitro and in vivo.

Authors:  Hanna Mannell; Nicole Hellwig; Torsten Gloe; Christian Plank; Hae-Young Sohn; Leopold Groesser; Barbara Walzog; Ulrich Pohl; Florian Krotz
Journal:  J Vasc Res       Date:  2007-10-25       Impact factor: 1.934

10.  NF-kappaB activation by the chemopreventive dithiolethione oltipraz is exerted through stimulation of MEKK3 signaling.

Authors:  Chu Won Nho; Peter J O'Dwyer
Journal:  J Biol Chem       Date:  2004-03-26       Impact factor: 5.157

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  3 in total

Review 1.  Covalent inhibition of protein tyrosine phosphatases.

Authors:  Kasi Viswanatharaju Ruddraraju; Zhong-Yin Zhang
Journal:  Mol Biosyst       Date:  2017-06-27

Review 2.  Filtering through the role of NRF2 in kidney disease.

Authors:  Cody J Schmidlin; Matthew B Dodson; Donna D Zhang
Journal:  Arch Pharm Res       Date:  2019-08-01       Impact factor: 4.946

3.  Anticancer activity and chemoprevention of xenobiotic organosulfurs in preclinical model systems.

Authors:  Robert E Click
Journal:  Oncol Discov       Date:  2013
  3 in total

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