Malignant transformation and mutagenesis in mammalian cells induced by vicinal diol-epoxides derived from benzo(a)pyrene.
Benzo[a] pyrene and the syn- and anti-isomers of the 7,8-diol 9,10-oxide and of the 9,10-diol 7,8-oxide derived from this hydrocarbon have been tested for their abilities to induce malignant transformation in M2 mouse fibroblasts and mutagenesis in V79 Chinese hamster cells. The anti-isomer of the 7,8-diol 9,10-oxide induced more mutations and transformation than did the other three vicinal diol-epoxides. The two 9,10-diol 7,8-oxides were moderately mutagenic but did not induce any transformation. In contrast, benzo[a]-pyrene induced transformation in M2 fibroblasts but was not mutagenic in the V79 cells.
D000818:Animals; D001580:Benzopyrenes / Q000494:pharmacology*; D002471:Cell Transformation, Neoplastic / Q000187:drug effects*; D002478:Cells, Cultured; D008297:Male; D051379:Mice; D008809:Mice, Inbred C3H; D009153:Mutagens; D009368:Neoplasm Transplantation; D009374:Neoplasms, Experimental / Q000139:chemically induced; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014185:Transplantation, Isogeneic
D001580:Benzopyrenes; D009153:Mutagens