Intestinal first-pass metabolism of nitrosamines. 3. Identification of metabolites of N-nitrosodiamylamine.
In a previous study a high first-pass metabolism of N-nitrosodi-[1-14C]amylamine (NDAA, 0.59-350 microM) has been shown in isolated perfused rat small intestinal segments. In the present work the identification of metabolites in samples of perfusate and absorbed fluid (absorbate) is reported. After HPLC enrichment and purification five metabolites could be identified by GLC-MS which are the result of omega- and omega-1-hydroxylation, N-nitrosoamyl-(5-hydroxyamyl)amine (NA5HAA), N-nitrosoamyl-(4-hydroxyamyl)amine (NA4HAA), N-nitrosoamyl-(4-oxoamyl)amine (NA4OAA), N-nitrosoamyl-(4-carboxybutyl)amine (NA4CBA), and N-nitroso-amyl-(2-carboxyethyl)amine (NA2CEA). In rat urine the presence of only two of these metabolites, NA4HAA and NA2CEA, has been reported in the literature.
Richter
E
E
Walther Straub-Institut für Pharmakologie und Toxikologie, Ludwig-Maximilians-Universität München, FRG.
Lorck
C
C
Wiessler
M
M
D000818:Animals; D002273:Carcinogens / Q000378:metabolism*; D005260:Female; D006900:Hydroxylation; D007421:Intestine, Small / Q000378:metabolism*; D009602:Nitrosamines / Q000378:metabolism*; D010477:Perfusion; D051381:Rats; D011919:Rats, Inbred Strains
D002273:Carcinogens; D009602:Nitrosamines; C032849:N,N-diamylnitrosamine