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SHORT COMMUNICATION: The in vitro metabolic activation of the 11-trifluoromethyl analogue of the potent carcinogen 15, 16-dihydro-11-methyl-cyclopenta[a]-phenanthren-17-one to mutagens

Boyd, Gary W. ; Zepik, Helmut H. ; King, Lloyd M. ; Ioannides, Costas ; Coombs, Maurice M.

In: Carcinogenesis, 1993, vol. 14, no. 8, p. 1697-1699

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    Titre
    • SHORT COMMUNICATION: The in vitro metabolic activation of the 11-trifluoromethyl analogue of the potent carcinogen 15, 16-dihydro-11-methyl-cyclopenta[a]-phenanthren-17-one to mutagens
    Auteur
    • Boyd, Gary W.. School of Biological Sciences, Guildford, Surrey GU2 5XH, Guildford, Surrey GU2 5XH, Taplow, Maidenhead, Berkshire SL6 OPH, UK
    • Zepik, Helmut H.. School of Biological Sciences, Guildford, Surrey GU2 5XH, Guildford, Surrey GU2 5XH, Taplow, Maidenhead, Berkshire SL6 OPH, UK
    • King, Lloyd M.. Department of Chemistry, University of Surrey Guildford, Surrey GU2 5XH
    • Ioannides, Costas. School of Biological Sciences, Guildford, Surrey GU2 5XH, Guildford, Surrey GU2 5XH, Taplow, Maidenhead, Berkshire SL6 OPH, UK
    • Coombs, Maurice M.. Wyeth Research (UK), Huntercombe Lane South Taplow, Maidenhead, Berkshire SL6 OPH, UK
    Type de document
    • Postprint
    Langue
    • Anglais
    Publié dans
    • Carcinogenesis, 1993, vol. 14, no. 8, p. 1697-1699. Oxford University Press
    Autre version électronique
    Identifiant OAI-PMH
    • oai:doc.rero.ch:298911
    Summary
    A strongly electronegative, bay-region analogue of the potent carcinogen 15, 16-dihydro-11-methylcyclopenta[a]phenanthren-17-one, namely 15, 16-dihydro-11-trifluoromethylcyclopenta[a]phenanthren-17-one, is mutagenic to Salmonella typhimurium TA100. Also it is metabolized at the 1, 2- and 3, 4-positions in the A-ring as well as C-15 in the D-ring to give 3, 4-dihydroxy-3, 4, 15, 16-tetrahydro-11-trifluoromethyl-cyclopenta[a]phenanthren-17-one as the only mutagenic metabolite. In these respects its behaviour is closely similar to that of the 11-methyl compound, suggesting that the electronic nature of the bay-region substituent is rather less critical than its spatial configuration in influencing metabolism to genotoxic intermediates. It remains to be seen, however, whether the trifluoromethyl compound is also a carcinogen