Carcinogenesis 1984-10-01

Possible involvement of a vicinal, non-bay-region dihydrodiol-epoxide in the activation of dibenzo[a,e]fluoranthene into bacterial mutagens.

C Malaveille, A Hautefeuille, O Perin-Roussel, S Saguem, M Croisy-Delcey, F Zajdela, H Bartsch

Index: Carcinogenesis 5(10) , 1263-6, (1984)

Full Text: HTML

Abstract

Dibenzo[a,e]fluoranthene, its 7-hydroxy, 3,4- and 12,13-dihydrodiol metabolic derivatives as well as three synthetic, structurally related hydrocarbons, were tested for mutagenicity towards Salmonella typhimurium TA100 strain in the presence of 3-methylcholanthrene-treated rat and mouse liver post-mitochondrial supernatants. Of these compounds, the 12,13-dihydrodiol showed the highest activity, being 6-10 times more mutagenic than the parent compound. Our data, in conjunction with those of previous studies on the liver microsomal metabolism and DNA binding of dibenzo[a,e]fluoranthene and its dihydrodiols, indicate that activation of dibenzo[a,e]fluoranthene to bacterial mutagens may occur predominantly through a vicinal, non-bay-region 12,13-dihydrodiol epoxide.

Related Compounds

  • Indeno[1,2,3-gh]te...

Related Articles:

Differences in metabolic activation of dibenzo[a,e]fluoranthene characterized by 32P-postlabeling in two mouse fibroblast models.

1992-01-31

[Cancer Lett. 61(3) , 207-13, (1992)]

Dibenzo[a,e]fluoranthene.

1983-12-01

[IARC Monogr. Eval. Carcinog. Risk Chem. Hum. 32 , 321-5, (1983)]

Metabolic activation of dibenzo(a,e)fluoranthene, a nonalternant carcinogenic polycyclic hydrocarbon, in liver homogenates.

1980-05-01

[Cancer Res. 40(5) , 1742-9, (1980)]

Apparent stimulation of dibenzo[a,e]fluoranthene in vitro metabolism in the presence of norharman.

1981-10-01

[Chem. Biol. Interact. 37(1-2) , 109-22, (1981)]

DNA-protein crosslinks induced by exposure of cultured mouse fibroblasts to dibenzo[a,e]fluoranthene and its bay- and pseudo-bay region dihydrodiols.

1984-03-01

[Carcinogenesis 5(3) , 379-83, (1984)]

More Articles...