Fluoro-substituted N-nitrosamines. 4. Comparative genotoxic activities of N-nitrosodibutylamine and three fluorinated analogues in two bacterial systems

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Abstract
N-Nitrosodibutylamine (NDBA) and three fluorinated analogues (N-nitroso (4,4,4-trifluorobutyl)butyl-amine, F 3 NDBA; N-nitrosobis (4,4,4-trifluorobutyl)amine, F 6 NDBA; and N-nitrosobis (2,2,3,3,4,4, 4-heptafluorobutyl) amine, F 14 NDBA) were comparatively investigated for biological activity in two bacterial systems. Opposite orders of magnitude were obtained for their potency in the two tests. For inducing his+ reversion in auxotrophic strains of Salmonella typhimurium the sequence was F 3 NDBA > F 6 NDBA > NDBA and for inducing lethal DNA damage in repair deficient strains of Escherichia coli WP2 it was NDBA > F 6 NDBA ≥ F 3 NDBA. F 14 NDBA was not active in either test system.