Quantitative structure-activity relationship of the mutagenicity of substituted N-nitroso-N-benzylmethylamines: possible implications for carcinogenicity
| Autor: | A. W. Andrews, Shu Mei Guo, George M. Singer |
|---|---|
| Rok vydání: | 1986 |
| Předmět: |
Male
Salmonella typhimurium Quantitative structure–activity relationship Chemical Phenomena Stereochemistry Substituent Mutagen medicine.disease_cause Medicinal chemistry Dimethylnitrosamine Structure-Activity Relationship chemistry.chemical_compound Cricetinae Drug Discovery medicine Animals Methylene Polynomial regression Dose-Response Relationship Drug Mutagenicity Tests fungi food and beverages Nitroso Chemistry chemistry Nitrosamine Topological index Carcinogens Molecular Medicine Mutagens |
| Zdroj: | Journal of Medicinal Chemistry. 29:40-44 |
| ISSN: | 1520-4804 0022-2623 |
| DOI: | 10.1021/jm00151a006 |
| Popis: | The relative mutagenicities of substituted N-nitroso-N-benzylmethylamines have been reexamined from a quantitative structure-activity relationship point of view. Most of the compounds were mutagenic toward Salmonella typhimurium TA 1535 with Aroclor-induced male hamster liver S9 activation. The dose-response data were subjected to a multiple linear regression equation calculated in a stepwise manner, which found that the differences in mutagenicities could be explained primarily by differences in the three-bond path molecular connectivity index, with smaller contributions from sigma and pi. Moreover, a polynomial regression analysis showed that the maximum mutagenicity could be explained by an optimal amount of electron withdrawal by the substituent which would cause a weakening, or activation, of the methylene C-H bond. The possible relevance of these observations to carcinogenesis is discussed. |
| Databáze: | OpenAIRE |
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