环境致癌物3-硝基荧蒽的肝脏微粒体代谢。I. 酚类代谢物。

Liver microsomal metabolism of the environmental carcinogen 3-nitrofluoranthene. I. Phenolic metabolites.

作者信息

Howard P C, Mateescu G D, Consolo M C

机构信息

Department of Environmental Health Sciences, Case Western Reserve University, Cleveland, OH 44106.

出版信息

Carcinogenesis. 1988 Jun;9(6):911-7. doi: 10.1093/carcin/9.6.911.

DOI:10.1093/carcin/9.6.911

PMID:3370755

Abstract

The liver microsomal metabolism of the environmental carcinogen 3-nitrofluoranthene has been investigated. Five phenolic metabolites were isolated and characterized by their mass and NMR spectra as: 3-nitrofluoranthen-1-ol, 3-nitrofluoranthen-6-ol, 3-nitrofluoranthen-(7 or 10)-ol, 3-nitrofluoranthen-8-ol and 3-nitrofluoranthen-9-ol. While the microsomes isolated from Sprague-Dawley rat liver and C57B16 mouse liver preferentially metabolized the 3-nitrofluoranthene to 3-nitrofluoranthen-8-ol and 3-nitrofluoranthen-9-ol, the microsomes from Hartley guinea-pig liver preferentially metabolized 3-nitrofluoranthene to 3-nitrofluoranthen-6-ol. 3-Nitrofluoranthen-1-ol was a minor metabolite in each of the incubations. The results indicate the presence of the nitro group on fluoranthene directs the metabolism away from the C1-C5 positions, and more towards the C6-C10 positions.

摘要

对环境致癌物3-硝基荧蒽的肝脏微粒体代谢进行了研究。分离出了五种酚类代谢产物，并通过质谱和核磁共振光谱对其进行了表征，分别为：3-硝基荧蒽-1-醇、3-硝基荧蒽-6-醇、3-硝基荧蒽-（7或10）-醇、3-硝基荧蒽-8-醇和3-硝基荧蒽-9-醇。从斯普拉格-道利大鼠肝脏和C57B16小鼠肝脏分离出的微粒体优先将3-硝基荧蒽代谢为3-硝基荧蒽-8-醇和3-硝基荧蒽-9-醇，而从哈特利豚鼠肝脏分离出的微粒体则优先将3-硝基荧蒽代谢为3-硝基荧蒽-6-醇。3-硝基荧蒽-1-醇在每次孵育中都是次要代谢产物。结果表明，荧蒽上硝基的存在使代谢远离C1-C5位，而更多地朝向C6-C10位。