PMID: 489163Aug 1, 1979Paper

A quantitative comparison of the mutagenicity of carcinogenic polycyclic hydrocarbon derivatives in cultured mammalian cells

International Journal of Cancer. Journal International Du Cancer
R F NewboldR G Harvey

Abstract

The mutagenicity of a series of reactive polycyclic hydrocarbon derivatives has been studied using Chinese hamster (V79) cells in culture and, as a mutational marker, resistance to the purine analogue 8-azaguanine. The compounds were compared by relating mutation frequency to the dose applied (mutagenic effectiveness) to induced cytotoxicity (mutagenic efficiency) and to the extent of reaction of the hydrocarbon with DNA (absolute mutagenic efficiency). In each case anti-benzo(alpha)pyrene (BP)-7,8 dihydrodiol-9,10 oxide, the suspected ultimate carcinogenic form of benzo(alpha)pyrene, was by far the most potent of the compounds tested. Furthermore, the mutagenicity of the syn- and anti-BP-diolepoxide isomers correlated positively with their documenrences in the ability of each derivative to form a carbonium ion. Variations in mutagenic efficiency and absolute mutagenic efficiency were more difficult to explain. The latter findings are discussed in relation to the types of hydrocarbon-DNA product obtained with each compound and also to the possibility of a variable cellular response to more subtle differences in the chemistry of the hydrocarbon-DNA interaction.

References

Dec 1, 1977·Proceedings of the National Academy of Sciences of the United States of America·K M StraubM Calvin
Sep 15, 1976·International Journal of Cancer. Journal International Du Cancer·M R OsborneP Brookes
Dec 1, 1975·Proceedings of the National Academy of Sciences of the United States of America·J McCannB N Ames
Nov 1, 1976·Proceedings of the National Academy of Sciences of the United States of America·W LevinA H Conney
Jun 11, 1975·Journal of the American Chemical Society·R G HarveyC Cortez
Jun 20, 1967·Biochimica Et Biophysica Acta·J H Parish, K S Kirby
Mar 15, 1974·International Journal of Cancer. Journal International Du Cancer·E Huberman, L Sachs
Oct 1, 1968·European Journal of Cancer : Official Journal for European Organization for Research and Treatment of Cancer (EORTC) [and] European Association for Cancer Research (EACR)·A DippleP Brookes

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Citations

Jun 1, 1984·Journal of Biomolecular Structure & Dynamics·N E GeacintovR G Harvey
Nov 11, 1981·Nucleic Acids Research·P L Jack, P Brookes
Jan 1, 1983·Drug and Chemical Toxicology·M A JacksonL M Ball
Jul 1, 1980·International Journal of Radiation Oncology, Biology, Physics·S H Levitt, R A Potish
Feb 1, 1985·Chemico-biological Interactions·M Osborne, K Merrifield
Jun 15, 1980·International Journal of Cancer. Journal International Du Cancer·P Jack, P Brookes

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