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DNA adduct formation in human hepatoma cells treated with 3-nitrobenzanthrone: analysis by the (32)P-postlabeling method.

Abstract
3-Nitrobenzanthrone (3-nitro-7H-benz[d,e]anthracen-7-one, 3-NBA) is a powerful mutagen and a suspected human carcinogen existing in diesel exhaust and airborne particulates. Recently, one of the major presumed metabolites of 3-NBA, 3-aminobenzanthrone (3-ABA), was detected in human urine samples. Here we analyzed DNA adducts formed in 3-NBA-exposed human hepatoma HepG2 cells by a (32)P-postlabeling/thin layer chromatography (TLC) method and a (32)P-postlabeling/polyacrylamide gel electrophoresis (PAGE) method. With HepG2 cells exposed to 3-NBA (0.36-36.4 microM) for 3h, we obtained three spots or bands corresponding to adducted nucleotides. Two were assigned as 2-(2'-deoxyadenosin-N(6)-yl)-3-aminobenzanthrone-3'-phosphate (dA3'p-N(6)-C2-ABA) and 2-(2'-deoxyguanosin-N(2)-yl)-3-aminobenzanthrone-3'-phosphate (dG3'p-N(2)-C2-ABA), with identical mobilities to those of synthetic standards on PAGE analysis. The chemical structure of the substance corresponding to the other spot or band could not be identified. Quantitative analyses revealed that the major adduct was dA3'p-N(6)-C2-ABA and its relative adduct labeling (RAL) value at 36.4 microM of 3-NBA was 200.8+/-86.1/10(8)nucleotide.
AuthorsTakaharu Kanno, Masanobu Kawanishi, Takeji Takamura-Enya, Volker M Arlt, David H Phillips, Takashi Yagi
JournalMutation research (Mutat Res) Vol. 634 Issue 1-2 Pg. 184-91 (Dec 01 2007) ISSN: 0027-5107 [Print] Netherlands
PMID17702645 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
Chemical References
  • Benz(a)Anthracenes
  • DNA Adducts
  • Phosphorus Radioisotopes
  • 3-nitrobenzanthrone
Topics
  • Benz(a)Anthracenes (pharmacology)
  • Carcinoma, Hepatocellular (genetics)
  • Cell Line, Tumor
  • Chromatography, Thin Layer (methods)
  • DNA Adducts (metabolism)
  • Electrophoresis, Polyacrylamide Gel
  • Humans
  • Liver Neoplasms (genetics)
  • Phosphorus Radioisotopes

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