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 journalArticle

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 languageEnglish
Pages (from-to)307-310
JournalMutagenesis
Volume8
Issue number4
DOIs
Publication statusPublished - Jul 1993
Externally publishedYes

Fingerprint

Epoxy Compounds
Metabolites
Hydrocarbons
Chemical activation
Mutagens
Salmonella typhimurium
Salmonella
Derivatives
phenanthrene

Cite this

Papaparaskeva-Petrides, Christiana ; Ioannides, Costas ; Boyd, Gary ; Young, Robert J ; Harvey, Ronald G ; Coombs, Maurice M. / The mutagenicity of chemically synthesised metabolites of 16,17-dihydrocyclopenta[a]phenanthrene and its carcinogenic 11-methyl homologue. In: Mutagenesis. 1993 ; Vol. 8, No. 4. pp. 307-310.
@article{2a0e58036e2d4479aa13f31e4b3e616a,
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.",
author = "Christiana Papaparaskeva-Petrides and Costas Ioannides and Gary Boyd and Young, {Robert J} and Harvey, {Ronald G} and Coombs, {Maurice M}",
year = "1993",
month = "7",
doi = "10.1093/mutage/8.4.307",
language = "English",
volume = "8",
pages = "307--310",
journal = "Mutagenesis",
issn = "0267-8357",
publisher = "Oxford University Press",
number = "4",

}

The mutagenicity of chemically synthesised metabolites of 16,17-dihydrocyclopenta[a]phenanthrene and its carcinogenic 11-methyl homologue. / Papaparaskeva-Petrides, Christiana; Ioannides, Costas; Boyd, Gary; Young, Robert J; Harvey, Ronald G; Coombs, Maurice M.

In: Mutagenesis, Vol. 8, No. 4, 07.1993, p. 307-310.

Research output: Contribution to journalArticle

TY - JOUR

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

Y1 - 1993/7

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

VL - 8

SP - 307

EP - 310

JO - Mutagenesis

JF - Mutagenesis

SN - 0267-8357

IS - 4

ER -