Reaction of Cr(VI) with ascorbate and hydrogen peroxide generates hydroxyl radicals and causes DNA damage: role of a Cr(IV)-mediated Fenton-like reaction

Carcinogenesis. 1994 Nov;15(11):2475-8. doi: 10.1093/carcin/15.11.2475.

Abstract

Incubation of Cr(VI) with ascorbate generated Cr(V), Cr(IV) and ascorbate-derived carbon-centered alkyl radicals, as well as formyl radicals. H2O2 caused generation of hydroxyl radicals (OH) and much higher levels of Cr(V), showing that .OH can be generated via a Cr(IV)-mediated Fenton-like reaction (Cr(IV) + H2O2-->Cr(V) + .OH + OH-). 1,10-Phenanthroline and deferoxamine inhibited the formation of both .OH and Cr(V) from the reaction of Cr(VI) with ascorbate in the presence of H2O2. Electrophoretic assays showed that ascorbate-derived free radicals caused DNA double-strand breaks. .OH radicals generated by Cr(V)- and Cr(IV)-mediated Fenton-like reactions also caused DNA double-strand breaks. HPLC measurements showed that .OH radicals generated by Cr(IV) and Cr(V) from H2O2 caused 2'-deoxyguanine hydroxylation to form 8-hydroxy-2'-deoxyguanine.

MeSH terms

  • 8-Hydroxy-2'-Deoxyguanosine / analogs & derivatives
  • Ascorbic Acid / metabolism*
  • Chromium / metabolism
  • Chromium / toxicity*
  • DNA / drug effects*
  • DNA Damage*
  • Guanine / analogs & derivatives
  • Guanine / metabolism
  • Hydrogen Peroxide / metabolism*
  • Hydroxyl Radical / metabolism*
  • Hydroxylation

Substances

  • Chromium
  • Hydroxyl Radical
  • Guanine
  • 8-oxo-7,8-dihydrodeoxyguanine
  • 8-Hydroxy-2'-Deoxyguanosine
  • DNA
  • Hydrogen Peroxide
  • Ascorbic Acid