Abstract

Abstract (±)-anti-Benzo[c]phenanthrene-3,4-diol-1,2-epoxide (BcPDE), (±)-anti-benzo[g]-chrysene-11,12-diol-13,14-epoxide (BgCDE), and (±)-anti-dibenzo[a,l]pyrene-11,12-diol-13,14-epoxide (DB[a,l]PDE) were synthesized for use in biological assays. To compare mammary carcinogenicity, BcPDE and (±)-anti-benzo[a]pyrene-7,8-diol-9,10-epoxide (BPDE) were tested by direct application to the mammary glands of female CD rats at a total dose of 12.2 μmol per animal. 6-Nitrochrysene (6-NC) at the same dose was used as a positive control. BcPDE was found to be a potent mammary tumorigen and carcinogen, inducing significantly more fibroadenomas and adenocarcinomas than the other two compounds. In a second bioassay, BcPDE, BgCDE, and DB[a,l]PDE at a total dose of 1.2 μmol were compared. All three diol epoxides were potent mammary carcinogens and based on the collective results to date, the relative carcinogenic activities of the diol epoxides can be approximated as DB[a,l]PDE>BcPDE>BgCDE>BPDE. To determine tumorigenic ...

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