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Metabolic activation of benzo[g]chrysene in the human mammary carcinoma cell line MCF-7.

Abstract
Benzo[g]chrysene (BgC) is an environmental pollutant, and recent studies have demonstrated that anti- BgC-11,12-dihydrodiol 13,14-epoxide (anti-BgCDE) is a potent mammary carcinogen in rats. To determine whether BgC can be metabolically activated to anti-BgCDE in human cells, the human mammary carcinoma cell line MCF-7 was treated with BgC and with the racemic trans-3,4- and 11,12-dihydrodiols. The DNA adducts formed in these experiments were examined using 32P-postlabeling, and specific adducts were identified through comparisons with adducts obtained by the reaction of the racemic syn- and anti-BgCDEs with calf thymus DNA and with purine deoxyribonucleoside-3'-phosphates in vitro. It was found that BgC is metabolically activated in MCF-7 cells to form major DNA adducts through both the syn- and anti-11,12-dihydrodiol 13,14-epoxide metabolites. BgC is therefore a potential environmental risk to humans. The major BgC-DNA adducts formed from both the dihydrodiol-epoxide diastereomers were deoxyadenosine adducts. Thus, BgC has DNA-binding properties that are very similar to those of the potent mammary carcinogens 7,12-dimethylbenz[a]anthracene and dibenzo[a,l]pyrene.
AuthorsR Agarwal, S L Coffing, W M Baird, A S Kiselyov, R G Harvey, A Dipple
JournalCancer research (Cancer Res) Vol. 57 Issue 3 Pg. 415-9 (Feb 01 1997) ISSN: 0008-5472 [Print] United States
PMID9012467 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't, Research Support, U.S. Gov't, P.H.S.)
Chemical References
  • Carcinogens
  • Chrysenes
  • DNA Adducts
  • benzo(g)chrysene
Topics
  • Biotransformation
  • Breast Neoplasms (metabolism, pathology)
  • Carcinogens (pharmacokinetics)
  • Chrysenes (pharmacokinetics)
  • DNA Adducts (metabolism)
  • Female
  • Humans
  • Tumor Cells, Cultured

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