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Skin-tumor-initiating ability of benzo(a)pyrene-7,8-diol-9,10-epoxide (anti) when applied topically in tetrahydrofuran.

Abstract
The skin-tumor-initiating abilities of various metabolites of benzo(a)pyrene (BP) were determined in mice by using a two-stage system of tumorigenesis. We previously reported that BP-7,8-dihydrodiol (+/- trans) was approximately as potent as BP, suggesting that it may be a proximate carcinogen, but the alleged ultimate carcinogen of BP [BP-7,8-dihydrodiol-9,10-epoxide (anti)] was a weak tumor initiator (Cancer Lett.2: 115, 1976). Because of its high reactivity, the tumor-initiating ability of the BP-7,8-dihydrodiol-9,10-epoxide (anti) was determined by using acetone, benzene, and tetrahydrofuran (THF) as the solvent vehicles. The 'diol-epoxide' of BP was found to be an effective tumor initiator when applied topically in THF. The effectiveness of the various vehicles for the 'diol-epoxide' was as follows: THF greater than benzene greater than acetone; however, acetone was the best solvent for BP tumor initiation. The BP-9,10-dihydrodiol and BP-3-hydroxy were found to be weak tumor initiators. BP-3-hydroxy was also tested for tumor-promoting ability and was found to be inactive in this capacity.
AuthorsT J Slaga, A Viaje, W M Bracken, D L Berry, S M Fischer, D R Miller, S M Leclerc
JournalCancer letters (Cancer Lett) Vol. 3 Issue 1-2 Pg. 23-30 (Jul 1977) ISSN: 0304-3835 [Print] Ireland
PMID890684 (Publication Type: Journal Article, Research Support, U.S. Gov't, Non-P.H.S., Research Support, U.S. Gov't, P.H.S.)
Chemical References
  • Benzopyrenes
  • Carcinogens
  • Furans
  • Solvents
  • Acetone
  • Benzene
  • Tetradecanoylphorbol Acetate
Topics
  • Acetone (toxicity)
  • Animals
  • Benzene (toxicity)
  • Benzopyrenes (administration & dosage, metabolism, toxicity)
  • Carcinogens
  • Drug Interactions
  • Female
  • Furans (toxicity)
  • Mice
  • Neoplasms, Experimental (chemically induced)
  • Papilloma (chemically induced)
  • Skin Neoplasms (chemically induced)
  • Solvents (toxicity)
  • Stereoisomerism
  • Tetradecanoylphorbol Acetate

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