The mutagenicity of chemically synthesised metabolites of 16,17-dihydrocyclopenta[a]phenanthrene and its carcinogenic 11-methyl homologue.

Christiana Papaparaskeva-Petrides; Costas Ioannides; Gary Boyd; Robert J Young; Ronald G Harvey; Maurice M Coombs

doi:10.1093/mutage/8.4.307

The mutagenicity of chemically synthesised metabolites of 16,17-dihydrocyclopenta[a]phenanthrene and its carcinogenic 11-methyl homologue.

Christiana Papaparaskeva-Petrides, Costas Ioannides, Gary Boyd, Robert J Young, Ronald G Harvey, Maurice M Coombs

Research output: Contribution to journal › Article › peer-review

5 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	307-310
Journal	Mutagenesis
Volume	8
Issue number	4
DOIs	https://doi.org/10.1093/mutage/8.4.307
Publication status	Published - Jul 1993
Externally published	Yes

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title = "The mutagenicity of chemically synthesised metabolites of 16,17-dihydrocyclopenta[a]phenanthrene and its carcinogenic 11-methyl homologue.",

abstract = "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.",

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T1 - The mutagenicity of chemically synthesised metabolites of 16,17-dihydrocyclopenta[a]phenanthrene and its carcinogenic 11-methyl homologue.

AU - Papaparaskeva-Petrides, Christiana

AU - Ioannides, Costas

AU - Boyd, Gary

AU - Young, Robert J

AU - Harvey, Ronald G

AU - Coombs, Maurice M

PY - 1993/7

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N2 - 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.

AB - 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.

U2 - 10.1093/mutage/8.4.307

DO - 10.1093/mutage/8.4.307

M3 - Article

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JO - Mutagenesis

JF - Mutagenesis

IS - 4

ER -

The mutagenicity of chemically synthesised metabolites of 16,17-dihydrocyclopenta[a]phenanthrene and its carcinogenic 11-methyl homologue.

Abstract

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