The reaction of flavonoid metabolites with peroxynitrite.
The reaction of flavonoid metabolites with peroxynitrite.
复制标题
类黄酮代谢物与过氧亚硝酸盐的反应。
DOI：
10.1016/j.bbrc.2006.09.131
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发表时间：
2006
影响因子：
3.1
通讯作者：
J. Spencer
中科院分区：
文献类型：
--
作者：
Susan E Pollard;G. Kuhnle;Dr David Vauzour;K. Vafeiadou;X. Tzounis;M. Whiteman;C. Rice;J. Spencer
体内类黄酮代谢产物的生物活性研究引起了人们极大的兴趣。我们首次报告了类黄酮代谢产物与过氧亚硝酸根和亚硝酸根新反应产物的反应性等级。O-甲基化的B-环儿茶酚含有类黄酮表儿茶素和槲皮素，和O-葡萄糖醛酸化的所有类黄酮降低其与过氧亚硝酸盐的反应性。黄烷酮类化合物橙皮素和柚皮素与葡萄糖醛酸类化合物反应生成多个单硝化和亚硝化产物。与此相反，儿茶酚类黄酮表儿茶素和槲皮素产生的氧化产物，当被谷胱甘肽捕获时，导致谷胱甘肽共轭物的生产。然而，表儿茶素的O-甲基化代谢产物产生单硝化和二硝化产物以及亚硝化代谢产物。槲皮素的3′-O-甲基代谢产物也产生亚硝化物质，而其对应物4′-O-甲基槲皮素仅产生氧化产物。这些产物可能代表体内新的代谢产物，也可能表达细胞活性。
There is much interest in the bioactivity of in vivo flavonoid metabolites. We report for the first time the hierarchy of reactivity of flavonoid metabolites with peroxynitrite and characterise novel reaction products. O-Methylation of the B-ring catechol containing flavonoids epicatechin and quercetin, and O-glucuronidation of all flavonoids reduced their reactivity with peroxynitrite. The reaction of the flavanones hesperetin and naringenin and their glucuronides resulted in the formation of multiple mono-nitrated and nitrosated products. In contrast, the catechol-containing flavonoids epicatechin and quercetin yielded oxidation products which when trapped with glutathione led to the production of glutathionyl-conjugates. However, the O-methylated metabolites of epicatechin yielded both mono- and di-nitrated products and nitrosated metabolites. The 3′-O-methyl metabolite of quercetin also yielded a nitrosated species, although its counterpart 4′-O-methyl quercetin yielded only oxidation products. Such products may represent novel metabolic products in vivo and may also express cellular activity.
影响因子：
3.9
作者：
Vaidyanathan, JB;Walle, T
通讯作者：
Walle, T