Skin-tumor-initiating ability of benzo(a)pyrene-7,8-diol-9,10-epoxide (anti) when applied topically in tetrahydrofuran.
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.
D000096:Acetone / Q000633:toxicity; D000818:Animals; D001554:Benzene / Q000633:toxicity; D001580:Benzopyrenes / Q000008:administration & dosage / Q000378:metabolism / Q000633:toxicity*; D002273:Carcinogens; D004347:Drug Interactions; D005260:Female; D005663:Furans / Q000633:toxicity*; D051379:Mice; D009374:Neoplasms, Experimental / Q000139:chemically induced; D010212:Papilloma / Q000139:chemically induced; D012878:Skin Neoplasms / Q000139:chemically induced*; D012997:Solvents / Q000633:toxicity; D013237:Stereoisomerism; D013755:Tetradecanoylphorbol Acetate
D001580:Benzopyrenes; D002273:Carcinogens; D005663:Furans; D012997:Solvents; D000096:Acetone; D001554:Benzene; D013755:Tetradecanoylphorbol Acetate