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Download file# Correlations of Nitrenium Ion Selectivities with Quantitative Mutagenicity and Carcinogenicity of the Corresponding Amines

journal contribution

posted on 14.11.2002, 00:00 by Michael Novak, Sridharan RajagopalThere is a correlation (

*r*_{adj}^{2}= 0.5491−0.6338) of quantitative mutagenicity, log*m*, for a series of heterocyclic (HCAs) and carbocyclic (AAs) aromatic amines in*Salmonella typhimurium*TA 98 (18 amines) and TA 100 (15 amines) vs log*S*, the log of the azide/solvent selectivity of the corresponding nitrenium ion. Monocyclic aromatic amines, MAAs, are less mutagenic than other amines of similar log*S*. Multiple variable linear regression analysis led to a two parameter regression model, significant at the 95% confidence level for both variables, that includes log*S*and a ring index variable,*I*_{rings}, that is 0 for MAAs and 1 for all other amines. These models have*r*_{adj}^{2}= 0.8448 for TA 98, and 0.8927 for TA 100. Inclusion of a third variable, Clog*P*, increases*r*_{adj}^{2}to 0.8913 for TA 98 and 0.9011 for TA 100. This model is significant at the 95% confidence level for all variables for TA 98, but only for two of the three variables for TA 100. The confidence level is 80% for Clog*P*in TA 100. Quantitative carcinogenicity data in mice and rats are more weakly correlated with log*S*(*r*_{adj}^{2}= 0.5357 for 12 amines in mice,*r*_{adj}^{2}= 0.4216 for 10 amines in rats). Several two parameter regression models, all containing Clog*P*and one containing log*S*, adequately correlate the mouse data.