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Studies on metabolism of 2-naphthylamine and its activation mechanism
引用本文:Li Tingshu,Dai Tianyou,Pei Shu,Dai Qianhuan. Studies on metabolism of 2-naphthylamine and its activation mechanism[J]. 环境科学学报(英文版), 1991, 3(1): 101-108
作者姓名:Li Tingshu  Dai Tianyou  Pei Shu  Dai Qianhuan
作者单位:Li Tingshu,Dai Tianyou,Pei Shu and Dai QianhuanDepartment of Chemical and Environmental Engineering,Beijing Polytechnic University,Beijing,ChinaChinese Environmental Monitor Centre,Beijing,ChinaBeijing Institute of Labour Hygiene and Occupational Diseases,Beijing,China
基金项目:This work is financed by Chinese Academy of Sciences.
摘    要:2-naphthylamine was incubated with induced rat liver microsome S9 preparation and the metabolites were separated through HPLC. The following products were identified: 2-amino-5-naphthol, 2-amino-6-naphthol, 2-amino-7-naphthol and 2-amino-8-naphthol. The yields of these four metabolites are varying in quantity, and the relative contents of 2-amino-8-, -5-, -6- and -7-naphthol are 52.6%, 28.5%, 14.0% and 4.9% respectively. These results are consistent with the quantitative HMO calculation and inference based upon Di-region theory, i.e., the metabolisms of aryl amines on extra-ring (assigned the ring without the substituent of amino group) are through the epoxidation and then NIH shift, but are not the direct hydroxylation in the formation of phenols. It is shown that both the amino group and the carbon atoms on the extra-ring play duality roles of activation and detoxification in metabolism.

关 键 词:2-naphthylamine  2-aminonaphthols  metabolism  Di-region theory.
收稿时间:1989-10-30

Studies on metabolism of 2-naphthylamine and its activation mechanism
Li Tingshu,Dai Tianyou,Pei Shu and Dai Qianhuan. Studies on metabolism of 2-naphthylamine and its activation mechanism[J]. Journal of environmental sciences (China), 1991, 3(1): 101-108
Authors:Li Tingshu  Dai Tianyou  Pei Shu  Dai Qianhuan
Affiliation:Li Tingshu,Dai Tianyou,Pei Shu and Dai QianhuanDepartment of Chemical and Environmental Engineering,Beijing Polytechnic University,Beijing,ChinaChinese Environmental Monitor Centre,Beijing,ChinaBeijing Institute of Labour Hygiene and Occupational Diseases,Beijing,China
Abstract:2-naphthylamine was incubated with induced rat liver microsome S9 preparation and the metabolites were separated through HPLC. The following products were identified: 2-amino-5-naphthol, 2-amino-6-naphthol, 2-amino-7-naphthol and 2-amino-8-naphthol. The yields of these four metabolites are varying in quantity, and the relative contents of 2-amino-8-, -5-, -6- and -7-naphthol are 52.6%, 28.5%, 14.0% and 4.9% respectively. These results are consistent with the quantitative HMO calculation and inference based upon Di-region theory, i.e., the metabolisms of aryl amines on extra-ring (assigned the ring without the substituent of amino group) are through the epoxidation and then NIH shift, but are not the direct hydroxylation in the formation of phenols. It is shown that both the amino group and the carbon atoms on the extra-ring play duality roles of activation and detoxification in metabolism.
Keywords:2-naphthylamine  2-aminonaphthols  metabolism  Di-region theory.
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