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

Bioorganic & Medicinal Chemistry
Sanjib BhattacharyyaKent 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.

Citations

Feb 6, 2013·Biochemistry. Biokhimii︠a︡·N K ZenkovV O Tkachev
May 24, 2017·Molecular BioSystems·Kasi Viswanatharaju Ruddraraju, Zhong-Yin Zhang
May 12, 2018·Future Medicinal Chemistry·Mohd Imran AnsariMohd Kamil Hussain
Jun 24, 2015·Macromolecular Bioscience·Urara HasegawaAndré J van der Vlies
Aug 3, 2019·Archives of Pharmacal Research·Cody J SchmidlinDonna D Zhang

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