Singer G M, MacIntosh W A
IARC Sci Publ. 1984(57):459-63.
We have studied the urinary metabolites of N-nitrosopiperidine, 3- and 4-hydroxy-N-nitrosopiperidine, N-nitroso-4-piperidone, N-nitrosohexamethyleneimine and N-nitroso-heptamethyleneimine. The N-nitrosopiperidines induce primarily oesophageal tumours in rats; N-nitrosohexamethyleneimine induces oesophageal and liver tumours and N-nitrosoheptamethyleneimine induces oesophageal and lung tumours. The products were identified by gas chromatographic comparison with standards, where possible, and by gas chromatography-mass spectrometry. The percentage of the dose excreted as metabolites in the urine increased with ring size. Hydroxy and ketone derivatives of all three of the N-nitrosoalicyclic amines were found. Pimelic acid was the major metabolite (congruent to 25%) of N-nitrosoheptamethyleneimine; adipic acid was identified as a metabolite of N-nitrosohexamethyleneimine, but not glutaric acid was found from N-nitrosopiperidine.
我们研究了N-亚硝基哌啶、3-和4-羟基-N-亚硝基哌啶、N-亚硝基-4-哌啶酮、N-亚硝基六亚甲基亚胺和N-亚硝基七亚甲基亚胺的尿代谢产物。N-亚硝基哌啶主要诱导大鼠发生食管肿瘤；N-亚硝基六亚甲基亚胺诱导食管和肝脏肿瘤，N-亚硝基七亚甲基亚胺诱导食管和肺部肿瘤。产物尽可能通过与标准品的气相色谱比较以及气相色谱-质谱法进行鉴定。作为代谢产物经尿液排泄的剂量百分比随环大小增加。发现了所有三种N-亚硝基脂环胺的羟基和酮衍生物。庚二酸是N-亚硝基七亚甲基亚胺的主要代谢产物（约25%）；己二酸被鉴定为N-亚硝基六亚甲基亚胺的代谢产物，但未发现戊二酸是N-亚硝基哌啶的代谢产物。
