Inhibitory effect of vitamin C on the mutagenicity and covalent DNA binding of the electrophilic and carcinogenic metabolite, 6-sulfooxymethylbenzo[a]pyrene.
Inhibitory effect of vitamin C on the mutagenicity and covalent DNA binding of the electrophilic and carcinogenic metabolite, 6-sulfooxymethylbenzo[a]pyrene.
复制标题
维生素 C 对亲电致癌代谢物 6-磺氧基甲基苯并[a]芘的致突变性和共价 DNA 结合的抑制作用。
DOI：
10.1093/carcin/15.5.917
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发表时间：
1994
期刊：
影响因子：
4.7
通讯作者：
Miller,JA
中科院分区：
文献类型：
--
作者：
Surh,YJ;Park,KK;Miller,JA
6-Sulfooxymethylbenzo[a]pyrene has recently been shown to be a strong hepatocarcinogen in infant male B6C3F1mice (Y.-J.Surhet al.,Biochem. Biophys. Res. Commun., 172, 85–91, 1990) and appears to be an ultimate carcinogenic metabolite of 6-hydroxymethylbenzo[a]pyrene and possibly of benzo[a]pyrene and 6-methylbenzo[a]pyrene It produced high levels of aralkyl DNA adducts in the livers of B6C3F1mice and also exhibited strong direct mutagenicity towardSalmonella typhimuriumTA98 without metabolic activation. In the present study we found that ascorbic acid significantly reduced the bacterial mutagenicity andin vitrocovalent DNA binding of 6-sulfooxymethylbenzo[a]pyrene. Ascorbic acid forms a mutagenically inactive covalent adduct with 6-sulfooxymethylbenzo[a]pyrene, which appears to account for its novel protective mechanism against this reactive sulfuric acid ester. It seems likely that the formation of this adduct involves aralkylation of an ascorbic acid anion by a presumed carbo cation derived from the electrophilic sulfuric acid ester.
