异黄酮代谢物的抗氧化及自由基清除活性

Antioxidant and free radical scavenging activity of isoflavone metabolites.

Rimbach G, De Pascual-Teresa S, Ewins B A, Matsugo S, Uchida Y, Minihane A M, Turner R, VafeiAdou K, Weinberg P D

Hugh Sinclar Human Nutrition Unit, School of Food Biosciences, University of Reading, RG6 6AP UK.

Xenobiotica. 2003 Sep;33(9):913-25. doi: 10.1080/0049825031000150444.

Abstract

Soy isoflavones have been extensively studied because of their possible health-promoting effects. Genistein and daidzein, the major isoflavone aglycones, have received most attention; however, they undergo extensive metabolism in the gut and liver, which might affect their biological properties. 2. The antioxidant activity, free radical-scavenging properties and selected cellular effects of the isoflavone metabolites equol, 8-hydroxydaidzein, O-desmethylangiolensin, and 1,3,5 trihydroxybenzene were investigated in comparison with their parent aglycones, genistein and daidzein. 3. Electron spin resonance spectroscopy indicated that 8-hydroxydaidzein was the most potent scavenger of hydroxyl and superoxide anion radicals. Isoflavone metabolites also exhibited higher antioxidant activity than parent compounds in standard antioxidant (FRAP and TEAC) assays. However, for the suppression of nitric oxide production by activated macrophages, genistein showed the highest potency, followed by equol and daidzein. 4. The metabolism of isoflavones affects their free radical scavenging and antioxidant properties, and their cellular activity, but the effects are complex.

摘要

大豆异黄酮因其可能的健康促进作用而受到广泛研究。染料木黄酮和大豆苷元是主要的异黄酮苷元，受到了最多关注；然而，它们在肠道和肝脏中会经历广泛的代谢，这可能会影响它们的生物学特性。2. 研究了异黄酮代谢产物雌马酚、8-羟基大豆苷元、O-去甲基安哥拉紫檀素和1,3,5-三羟基苯的抗氧化活性、自由基清除特性以及特定的细胞效应，并与它们的母体苷元染料木黄酮和大豆苷元进行了比较。3. 电子自旋共振光谱表明，8-羟基大豆苷元是羟基和超氧阴离子自由基最有效的清除剂。在标准抗氧化（FRAP和TEAC）试验中，异黄酮代谢产物也表现出比母体化合物更高的抗氧化活性。然而，对于抑制活化巨噬细胞产生一氧化氮，染料木黄酮表现出最高的效力，其次是雌马酚和大豆苷元。4. 异黄酮的代谢会影响它们的自由基清除和抗氧化特性以及细胞活性，但这些影响是复杂的。