Putative synthetic metabolites of the hydrocarbon 16, 17-dihydro-15H-cyclopenta[α]phenanthrene and its carcinogenic 11-methyl analogue, namely trans-3, 4-dihydroxy- 3, 4, 16, 17-tetrahydro-15H-cyclopenta[α]phenanthrene and its 11-methyl derivative, together with the four associated trans-3, 4-dihydroxy-syn- and anti-1, 2-epoxides, were assayed for mutagenicity in the Ames test with Salmonella typhimurium TA100 with and without microsomal activation. The hydrocarbons were weakly mutagenic and the 3, 4-diols were more strongly so, but all required activation to express their mutagenic potential. All four diol-epoxides were much more potent mutagens, even in the absence of activation. This is in accord with the anticipated metabolic activation sequence: hydrocarbons — 3, 4-diols — 3, 4-diol-1, 2-epoxides.
Papaparaskeva-Petrides, C., Ioannides, C., Boyd, G., Young, R. J., Harvey, R. G., & Coombs, M. M. (1993). The mutagenicity of chemically synthesised metabolites of 16,17-dihydrocyclopenta[a]phenanthrene and its carcinogenic 11-methyl homologue. Mutagenesis, 8(4), 307-310. https://doi.org/10.1093/mutage/8.4.307