In vitro investigations into the interaction of beta-carotene with DNA: evidence for the role of carbon-centered free radicals

Carcinogenesis. 2004 Jul;25(7):1249-56. doi: 10.1093/carcin/bgh125. Epub 2004 Feb 26.

Abstract

Supplementation by beta-carotene has unexpectedly appeared to increase lung cancer risk among smokers. In order to explain this it has been suggested that at high serum levels of beta-carotene, prooxidant characteristics of beta-carotene may become manifest, yielding reactive oxygen species (ROS) and inducing oxidative DNA damage. It has further been hypothesized that cigarette smoke carcinogens such as benzo[a]pyrene (B[a]P) and/or B[a]P metabolites, may directly react with beta-carotene. Furthermore, beta-carotene oxidation products may have a role in the bioactivation of B[a]P analogous to the peroxide shunt pathway of cytochrome P450 supported by cumene hydroperoxide. The aim of this study was to assess the effects of beta-carotene on the formation of B[a]P-DNA adducts and oxidative DNA damage in vitro in isolated DNA, applying as metabolizing systems rat liver and lung metabolizing fractions and lung metabolizing fractions from smoking and non-smoking humans. We established that beta-carotene in the presence of various metabolizing systems was unable to induce oxidative DNA damage (8-oxo-dG), although beta-carotene is capable of generating ROS spontaneously in the absence of metabolizing fractions. We also could not find an effect of beta-carotene on DNA adduct formation induced by B[a]P upon metabolic activation. We could, however, provide evidence of the occurrence of a carbon-centered beta-carotene radical which was found to be able to interact with B[a]P and to intercalate in DNA.

MeSH terms

  • 8-Hydroxy-2'-Deoxyguanosine
  • Animals
  • Carbon / metabolism*
  • DNA / metabolism*
  • DNA Adducts / metabolism
  • Deoxyguanosine / analogs & derivatives*
  • Deoxyguanosine / metabolism
  • Electron Spin Resonance Spectroscopy
  • Free Radicals / metabolism
  • Male
  • Reactive Oxygen Species / metabolism
  • Salmon / metabolism
  • Spermatozoa / metabolism
  • beta Carotene / metabolism*

Substances

  • DNA Adducts
  • Free Radicals
  • Reactive Oxygen Species
  • beta Carotene
  • Carbon
  • 8-Hydroxy-2'-Deoxyguanosine
  • DNA
  • Deoxyguanosine