Effects of N-nitrosopiperidine substitutions on mutagenicity in Drosophila melanogaster.
N-Nitrosopiperidine (NP) and various derivatives were fed to Drosophila melanogaster males over a wide concentration range in order to assess their mutagenic potency in the induction of X-linked recessive lethals and chromosome loss. NP was effective in inducing lethals, as were its halogen and methyl-substituted derivatives, with the exception of 2,6-dimethyl NP. (Methyl substitutions at the alpha carbon atoms reduce or eliminate mutagenic activity.) Substitution of halogen groups on the piperidine ring enhanced the mutagenic activity, with the 3-chloro compound being the most mutagenic. In contrast, substitutions with a hydroxyl, carboxyl, or keto group resulted in a loss of mutagenicity. None of the compounds tested increased the frequency of chromosome loss or breakage in mature sperm.
D000818:Animals; D004331:Drosophila melanogaster / Q000235:genetics; D004353:Drug Evaluation, Preclinical; D005804:Genes, Lethal; D005808:Genes, Recessive; D005821:Genetic Techniques; D008297:Male; D009153:Mutagens; D009602:Nitrosamines / Q000494:pharmacology*; D010880:Piperidines / Q000494:pharmacology*
D009153:Mutagens; D009602:Nitrosamines; D010880:Piperidines; C002743:N-nitrosopiperidine