Effect of the length of alkyl chain on the cytochrome P450 dependent metabolism of N-dialkylnitrosamines

被引:18
作者
Bellec, G [1 ]
Goasduff, T [1 ]
Dreano, Y [1 ]
Menez, JF [1 ]
Berthou, F [1 ]
机构
[1] FAC MED,LAB BIOCHIM NUTR,F-29285 BREST,FRANCE
关键词
N-nitrosamines; formaldehyde; aldehydes; catalytic activities; cytochromes P450;
D O I
10.1016/0304-3835(95)04078-1
中图分类号
R73 [肿瘤学];
学科分类号
100214 ;
摘要
Liver microsomes from control and treated rats (P4501A, 2B, 2E1-induced) metabolize at variable metabolic rates eight N-nitroso-di-n-alkylamines, including five symmetrical (N-nitroso-dimethyl, -diethyl, -dipropyl, -dibutyl and -diamyl amines) and four asymmetrical (N-nitroso-methylethyl, methylpropyl, methylbutyl, and methylamyl-amines), into aldehydes. Thus, the longer the alkyl chain of symmetrical N-nitrosamines, the smaller was the metabolic rate of the corresponding aldehyde formation. The chain length of the alkyl group of N-nitroso-methylalkylamines modified the oxidation of the alkyl moiety; the oxidation by CYP2E1 decreased as the n-alkyl chain length increased and conversely for the oxidation by CYP1A and CYP2B. Finally, the longer the n-alkyl chain of asymmetrical N-nitrosamines, the greater was the oxidation of methyl groups.
引用
收藏
页码:115 / 123
页数:9
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