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二苯并[a,j]吖啶代谢:来自经3-甲基胆蒽预处理大鼠的肝微粒体形成的体外产物的鉴定

Dibenz[a,j]acridine metabolism: identification of in vitro products formed by liver microsomes from 3-methylcholanthrene-pretreated rats.

作者信息

Gill J H, Duke C C, Rosario C A, Ryan A J, Holder G M

出版信息

Carcinogenesis. 1986 Aug;7(8):1371-8. doi: 10.1093/carcin/7.8.1371.

DOI:10.1093/carcin/7.8.1371
PMID:3731390
Abstract

The metabolism of the carcinogenic pentacyclic azaaromatic compound, dibenz[a,j]acridine, has been examined in liver microsomal incubations using preparations from 3-methylcholanthrene-pretreated Wistar rats. Using authentic synthetic standards, u.v. spectroscopy and mass spectrometry, the following were proved to be metabolites: trans-5,6-dihydro-5,6-dihydroxydibenz[a,j]acridine, trans-3,4-dihydro-3,4-dihydroxydibenz[a,j]acridine, dibenz[a,j]acridine-5,6-oxide, 3-hydroxydibenz[a,j]acridine and 4-hydroxydibenz[a,j]acridine. The 3,4-dihydrodiol appeared to be the major metabolite. The secondary metabolites were also examined and evidence is presented for the additional formation of dibenz[a,j]acridine-5,6,8,9-dioxide, tetrols, diol epoxides and phenolic dihydrodiols.

摘要

利用来自经3-甲基胆蒽预处理的Wistar大鼠的肝脏微粒体制剂,在肝脏微粒体孵育中对致癌性五环氮杂芳香化合物二苯并[a,j]吖啶的代谢进行了研究。使用 authentic合成标准品、紫外光谱法和质谱法,证明以下物质为代谢产物:反式-5,6-二氢-5,6-二羟基二苯并[a,j]吖啶、反式-3,4-二氢-3,4-二羟基二苯并[a,j]吖啶、二苯并[a,j]吖啶-5,6-氧化物、3-羟基二苯并[a,j]吖啶和4-羟基二苯并[a,j]吖啶。3,4-二氢二醇似乎是主要代谢产物。还对次要代谢产物进行了研究,并提供了证据表明二苯并[a,j]吖啶-5,6,8,9-二氧化物、四醇、二醇环氧化物和酚类二氢二醇有额外生成。

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引用本文的文献

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32P-postlabeling analysis of dibenz[a,j]acridine DNA adducts in mice: preliminary determination of initial genotoxic metabolites and their effect on biomarker levels.小鼠中二苯并[a,j]吖啶DNA加合物的32P后标记分析:初始遗传毒性代谢物的初步测定及其对生物标志物水平的影响
Int Arch Occup Environ Health. 1993;65(1 Suppl):S99-102. doi: 10.1007/BF00381316.