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一种7-羟甲基硫酸酯作为7,12-二甲基苯并[a]蒽的活性代谢产物。

A 7-hydroxymethyl sulfate ester as an active metabolite of 7,12-dimethylbenz[alpha]anthracene.

作者信息

Watabe T, Ishizuka T, Isobe M, Ozawa N

出版信息

Science. 1982 Jan 22;215(4531):403-5. doi: 10.1126/science.6800033.

DOI:10.1126/science.6800033
PMID:6800033
Abstract

7-Hydroxymethyl-12-methylbenz[alpha]anthracene (7-HMBA), a carcinogenic major metabolite of 7,12-dimethylbenz[alpha]anthracene (DMBA) in liver, was transformed by liver cytosolic sulfotransferase to reactive 7-HMBA sulfate, which is mutagenic toward Salmonella typhimurium strain TA98. The mutagenicity of 7-HMBA in the presence of hepatic sulfotransferase was much higher than that of DMBA or 7-HMBA in the presence of hepatic monooxygenase.

摘要

7-羟甲基-12-甲基苯并[a]蒽（7-HMBA）是7,12-二甲基苯并[a]蒽（DMBA）在肝脏中的一种致癌主要代谢产物，它被肝细胞质磺基转移酶转化为具有反应活性的7-HMBA硫酸盐，该硫酸盐对鼠伤寒沙门氏菌TA98菌株具有致突变性。在肝脏磺基转移酶存在的情况下，7-HMBA的致突变性远高于在肝脏单加氧酶存在时DMBA或7-HMBA的致突变性。

相似文献

1
A 7-hydroxymethyl sulfate ester as an active metabolite of 7,12-dimethylbenz[alpha]anthracene.一种7-羟甲基硫酸酯作为7,12-二甲基苯并[a]蒽的活性代谢产物。
Science. 1982 Jan 22;215(4531):403-5. doi: 10.1126/science.6800033.
2
Sulfate esters of hydroxymethyl-methyl-benz[a]anthracenes as active metabolites of 7,12-dimethylbenz[a]anthracene.羟甲基 - 甲基 - 苯并[a]蒽的硫酸酯作为7,12 - 二甲基苯并[a]蒽的活性代谢产物。
Jpn J Cancer Res. 1985 Aug;76(8):684-98.
3
7-Sulfooxymethyl-12-methylbenz[a]anthracene is an electrophilic mutagen, but does not appear to play a role in carcinogenesis by 7,12-dimethylbenz[a]anthracene or 7-hydroxymethyl-12-methylbenz[a]anthracene.
Carcinogenesis. 1991 Feb;12(2):339-47. doi: 10.1093/carcin/12.2.339.
4
Conjugation of 7-hydroxymethyl-12-methylbenz[a]anthracene (7-HMBA) with glutathione via a sulphate ester in hepatic cytosol.
Biochem Pharmacol. 1982 Aug 1;31(15):2542-4. doi: 10.1016/0006-2952(82)90067-3.
5
Identification of 7,12-dimethylbenz[a]anthracene metabolites that lead to mutagenesis in mammalian cells.鉴定导致哺乳动物细胞发生诱变的7,12-二甲基苯并[a]蒽代谢物。
Proc Natl Acad Sci U S A. 1979 Feb;76(2):862-6. doi: 10.1073/pnas.76.2.862.
6
Biotransformation and bioactivation of 7,12-dimethylbenz[a]anthracene in human fetal and placental tissues. Analyses of HPLC profiles and studies with Salmonella typhimurium.
Drug Metab Dispos. 1978 May-Jun;6(3):273-81.
7
Age- and sex-related differences in activation of the carcinogen 7-hydroxymethyl-12-methylbenz[a]anthracene to an electrophilic sulfuric acid ester metabolite in rats. Possible involvement of hydroxysteroid sulfotransferase activity.大鼠体内致癌物7-羟甲基-12-甲基苯并[a]蒽活化为亲电子硫酸酯代谢物过程中的年龄和性别差异。羟基类固醇硫酸转移酶活性可能与之有关。
Biochem Pharmacol. 1991 Jan 15;41(2):213-21. doi: 10.1016/0006-2952(91)90479-o.
8
Metabolic activation of 7,12-dimethylbenz[alpha]anthracene (DMBA) and 7-methylbenz[alpha]anthracene (7-MBA) by rat liver P-450 and sulfotransferase.
J Toxicol Sci. 1983 May;8(2):119-31. doi: 10.2131/jts.8.119.
9
Microsome-mediated mutagenicities of the dihydrodiols of 7,12-dimethylbenz[a]anthracene: high mutagenic activity of the 3,4-dihydrodiol.
Biochem Biophys Res Commun. 1978 Aug 29;83(4):1468-73. doi: 10.1016/0006-291x(78)91386-4.
10
[The effect of hydroxymethyl derivatives of 7,12-dimethylbenz(a)anthracene on its metabolism and toxic action in tissue culture].
Tsitologiia. 1975 Dec;17(12):1415-20.

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