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• W2078928085 abstract "Galangin, a dietary flavonoid, inhibited cytochrome P450 1A1 (CYP1A1) expression induced by 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD). This inhibitory activity remained after permeating human intestinal epithelial Caco-2 cell monolayers, but was reduced when galangin permeated TCDD-pretreated Caco-2 cells. The present study tested whether TCDD affected the intestinal metabolism of flavonoids. LC-MS/MS analyses showed that galangin and two galangin glucuronoconjugates were reduced 0.7-fold, whereas kaempferol (a galangin oxidate) and kaempferol glucuronoconjugate were increased 1.5-fold by permeating TCDD-pretreated Caco-2 cells, as compared to untreated Caco-2 cells. An assay using recombinant human CYP1A1 and the CYP1A1 inhibitor alpha-naphthoflavone revealed that CYP1A1 oxidized galangin to kaempferol. These results indicated that galangin was metabolized to kaempferol by TCDD-inducible CYP1A1 in Caco-2 cells. A previous study revealed that kaempferol had much weaker inhibitory activity than galangin toward TCDD-induced CYP1A1 expression. Therefore, the oxidative metabolism of galangin to kaempferol in TCDD-pretreated Caco-2 cells implicated reduction in the inhibitory activity of galangin." @default.
• W2078928085 created "2016-06-24" @default.
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• W2078928085 date "2010-06-15" @default.
• W2078928085 modified "2023-10-12" @default.
• W2078928085 title "Metabolites of Galangin by 2,3,7,8-Tetrachlorodibenzo-<i>p</i>-dioxin-Inducible Cytochrome P450 1A1 in Human Intestinal Epithelial Caco-2 Cells and Their Antagonistic Activity toward Aryl Hydrocarbon Receptor" @default.
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• W2078928085 doi "https://doi.org/10.1021/jf100778f" @default.
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