Formation of 8-hydroxydeoxyguanosine in calf thymus DNA treated with tert-butylhydroquinone, a major metabolite of butylated hydroxyanisole

Toxicology Letters
F NagaiI Kano

Abstract

Oxidative DNA damage caused by butylated hydroxyanisole (BHA), 2-tert-butyl(1,4)hydroquinone (TBHQ, a metabolite of BHA) and 2,5-di-tert-butyl(1,4)hydroquinone (DTBHQ), as well as 2,6-di-tert-butyl(1,4)benzoquinone (BHTQ, a metabolite of butylated hydroxytoluene), was evaluated by measuring the formation of 8-hydroxydeoxyguanosine (8OHdG) in calf thymus DNA. 8OHdG formation was greatly increased by TBHQ in a concentration-dependent manner. This effect was strongly enhanced by CuCl2 and suppressed by EDTA, bathocuproinedisulfonic acid disodium salt, methionine, glutathione reduced form or catalase, but was not affected by mannitol, sodium benzoate or sodium azide. Thus, TBHQ-induced 8OHdG formation may be mediated by copper. DTBHQ also induced the formation of 8OHdG, though to a much lesser extent than TBHQ, and its effect was stimulated by CuCl2. BHA had a small enhancing effect at high concentration, only in the presence of CuCl2, whereas in the case of BHTQ, it occurred both in the presence of CuCl2 and FeCl2.

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Citations

Mar 28, 2003·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·T OkuboI Kano
Oct 29, 1999·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·F Iverson
Jul 1, 2009·DNA and Cell Biology·Soheila Kashanian, Jafar Ezzati Nazhad Dolatabadi
Aug 8, 2015·Journal of Photochemistry and Photobiology. B, Biology·Junhui PanDeming Gong
Apr 30, 2016·European Journal of Medicinal Chemistry·Marko JeremićDušan Sladić
Feb 5, 2014·Food Chemistry·Morteza EskandaniJafar Ezzati Nazhad Dolatabadi
Apr 26, 2016·Journal of Agricultural and Food Chemistry·Katherine Z SanidadGuodong Zhang
Jun 9, 2020·Oxidative Medicine and Cellular Longevity·Pedro Posadas-RodríguezArmando Luna-López
Nov 1, 2018·Comprehensive Reviews in Food Science and Food Safety·Vanessa Sales de OliveiraTatiana Saldanha

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