1,4-Naphthoquinones: From Oxidative Damage to Cellular and Inter-Cellular Signaling
1
Department of Nutrigenomics, Institute of Nutrition, Friedrich-Schiller-University Jena, Dornburger Str. 29, 07743 Jena, Germany
2
Faculty of Pharmacy and Pharmaceutical Sciences, University of Alberta, 2055 Katz Group Centre for Pharmacy and Health Research, 11361 87Ave, Edmonton, AB T6G 2E1, Canada
3
Division of Bioorganic Chemistry, School of Pharmacy, Saarland State University, Campus, Building B 2.1., Room 1.13, 66123 Saarbruecken, Germany
*
Author to whom correspondence should be addressed.
Molecules 2014, 19(9), 14902-14918; https://doi.org/10.3390/molecules190914902
Received: 29 July 2014 / Revised: 2 September 2014 / Accepted: 11 September 2014 / Published: 17 September 2014
(This article belongs to the Special Issue Redox Active Natural Products and Their Interaction with Cellular Signalling Pathways)
Naphthoquinones may cause oxidative stress in exposed cells and, therefore, affect redox signaling. Here, contributions of redox cycling and alkylating properties of quinones (both natural and synthetic, such as plumbagin, juglone, lawsone, menadione, methoxy-naphthoquinones, and others) to cellular and inter-cellular signaling processes are discussed: (i) naphthoquinone-induced Nrf2-dependent modulation of gene expression and its potentially beneficial outcome; (ii) the modulation of receptor tyrosine kinases, such as the epidermal growth factor receptor by naphthoquinones, resulting in altered gap junctional intercellular communication. Generation of reactive oxygen species and modulation of redox signaling are properties of naphthoquinones that render them interesting leads for the development of novel compounds of potential use in various therapeutic settings.
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Keywords:
oxidative stress; redox cycling; NQO1; Nrf2; epidermal growth factor receptor; protein tyrosine phosphatases (PTP); gap junction; connexin
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MDPI and ACS Style
Klotz, L.-O.; Hou, X.; Jacob, C. 1,4-Naphthoquinones: From Oxidative Damage to Cellular and Inter-Cellular Signaling. Molecules 2014, 19, 14902-14918. https://doi.org/10.3390/molecules190914902
AMA Style
Klotz L-O, Hou X, Jacob C. 1,4-Naphthoquinones: From Oxidative Damage to Cellular and Inter-Cellular Signaling. Molecules. 2014; 19(9):14902-14918. https://doi.org/10.3390/molecules190914902
Chicago/Turabian StyleKlotz, Lars-Oliver; Hou, Xiaoqing; Jacob, Claus. 2014. "1,4-Naphthoquinones: From Oxidative Damage to Cellular and Inter-Cellular Signaling" Molecules 19, no. 9: 14902-14918. https://doi.org/10.3390/molecules190914902
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