Pancreatic carcinogenic effect of N-nitrosobis (2-oxobutyl) amine and N-nitroso (2-oxobutyl) (2-oxopropyl) amine in Syrian hamster.
A single subcutaneous injection of N-nitrosobis(2-oxobutyl)amine (BOB) and N-nitroso(2-oxobutyl)(2-oxopropyl)amine (OBOB) induced a high incidence of pancreatic ductular neoplasms in Syrian hamsters. Both compounds showed a cytotoxic effect on pancreatic islet cells in toxic doses. Since both compounds, like N-nitroso(2-hydroxypropyl)(2-oxopropyl)amine (HPOP), can form cyclic structures resembling the hexose sugars and the glucose-moiety of the streptozotocin, it can be assumed that the ability of these 2 carcinogens to cyclize is important in their affinity for the pancreas. However, OBOP had a greater pancreatic carcinogenic effect than BOB, the primary target tissue of which was the liver. Hence factors other than cyclization, such as the presence of the 2-oxo group in the aliphatic chains, also appear to be important for the pancreatic carcinogenicity of this class of nitrosamines.
D000818:Animals; D002273:Carcinogens; D006224:Cricetinae; D003500:Cyclization; D005260:Female; D008297:Male; D008647:Mesocricetus; D009602:Nitrosamines / Q000494:pharmacology*; D010190:Pancreatic Neoplasms / Q000139:chemically induced*; D013329:Structure-Activity Relationship
D002273:Carcinogens; D009602:Nitrosamines; C031443:N-nitrosobis(2-oxobutyl)amine; C031444:N-nitroso(2-oxobutyl)(2-oxopropyl)amine