0000000000542948

AUTHOR

Jochanan Blum

Strong influence of the exposure medium on mutagenicity in the Ames test: 7-methylbenz[a]anthracene-5,6-oxide.

We have previously shown that the activity of the ionized mutagen, 1-hydroxmethylpyrene sulphate, is strongly enhanced in Salmonella typhimurium TA98, when KCl is present in the exposure medium (50-fold at a concentration of 125 mM KCl) and that the halogen ion is responsible for this effect. Here we show that KCl has the opposite effect on the activity of the lipophilic mutagen, 7-methylbenz[a]anthracene-5,6-oxide, (10-fold decrease at a concentration of 125 mM) and that K+ accounts for this influence. Many other solutes also decreased the mutagenicity of 7-methylbenz[a]anthracene-5,6-oxide, but to a smaller extent than the K+ salts. The stability of 7-methylbenz[a]anthracene-5,6-oxide did…

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The presence of KCl in the exposure medium strongly influences the mutagenicity of metabolites of polycyclic aromatic hydrocarbons in Escherichia coli.

Abstract Previous studies demonstrated that the ion composition of the exposure medium may strongly influence the mutagenicity of many compounds in the liquid preincubation modification of the reversion assay with his − Salmonella typhimurium strains. Similar influences were now observed in the reversion assay with trp − Escherichia coli strain WP2 uvrA . The exposure medium was 8 mM sodium phosphate buffer (pH 7.4), containing no other ions or 125 mM KCl. Omission of KCl resulted in an about 10-fold enhancement of the mutagenic activity of 7-methylbenz[ a ]anthracene 5,6-oxide, but in a strong decrease in the mutagenicity of 1-hydroxymethylpyrene sulphate, close to the limit of detection. …

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Mutagenicity of N-substituted phenanthrene 9,10-imines in Salmonella typhimurium and Chinese hamster V79 cells.

We previously showed that some (nonsubstituted) aziridines derived from polycyclic aromatic hydrocarbons (arene imines) elicit various mutagenic and genotoxic effects in bacteria and mammalian cells and that these arene imines are active at much lower concentrations than the corresponding epoxide analogues. In the present study, N-substituted derivatives of phenanthrene 9,10-imine were investigated. All 10 derivatives studied showed direct mutagenicity in Salmonella typhimurium TA100. Some of the compounds additionally exhibited weak effects in the strains TA98 and TA1537. Most N-substituted derivatives were weaker mutagens than unsubstituted phenanthrene 9,10-imine but stronger mutagens th…

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K-region oxides and imines derived from alkylated benz[α]anthracene congeners: synthesis, stability in aqueous media and mutagenicity

The K-region oxides and imines of benz[a]anthracene, 1-methylbenz[a]anthracene, 7-methylbenz[a]anthracene, 7-ethylbenz[a]anthracene and 7,12-dimethylbenz[a]anthracene were synthesized and characterized (melting point, 1H-NMR and electron impact mass spectra, elemental analysis, IR spectroscopy). All 10 compounds showed high mutagenic activity in Salmonella typhimurium (reversion of his- strains TA97, TA98, TA100 and TA104). The arene imines were more potent than the corresponding arene oxides. Alkyl substitutions strongly influenced the activities. Furthermore, all compounds were more active when exposure took place in the absence of inorganic ions than when KCl (125 mM) was present. The in…

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