title: Stereochemical effects in the metabolic activation of nitrosopiperidines: correlations with genotoxicity.
abstract: The genotoxicity of nitrosopiperidine and six alkyl derivatives was studied by use of the Ames tester strains TA100 and TA1535 in the pre-incubation method. Among the compounds investigated, those exhibiting genotoxic activity under the experimental conditions employed were only genotoxic in the presence of S9 mix (10%). The results obtained were correlated with models of the metabolic activation of nitrosamines in an attempt to rationalize the genotoxicity of these compounds. The results show that the presence of substituents in the nitrosopiperidine molecule may be one of the modulating factors affecting the genotoxicity of these cyclic nitrosamines, and may help provide some chemical clues for the identification of risk compounds from among a large group of structurally related molecules.
authors.affiliation: Departamento de Química Física, Facultad de Química, Universidad de Salamanca, E-37008 Salamanca, Spain.
authors.forename: Samuel
authors.initials: S
authors.lastname: González-Mancebo
authors.forename: Jorge
authors.initials: J
authors.lastname: Gaspar
authors.forename: Emilio
authors.initials: E
authors.lastname: Calle
authors.forename: Sónia
authors.initials: S
authors.lastname: Pereira
authors.forename: Ana
authors.initials: A
authors.lastname: Mariano
authors.forename: José
authors.initials: J
authors.lastname: Rueff
authors.forename: Julio
authors.initials: J
authors.lastname: Casado
mesh_terms: D000818:Animals; D001711:Biotransformation; D009152:Mutagenicity Tests; D009153:Mutagens / Q000493:pharmacokinetics* / Q000633:toxicity; D009602:Nitrosamines / Q000493:pharmacokinetics* / Q000633:toxicity; D051381:Rats; D013237:Stereoisomerism
chemical_list: D009153:Mutagens; D009602:Nitrosamines; C002743:N-nitrosopiperidine