Atala Elías, Fuentes Jocelyn, Wehrhahn María José, Speisky Hernán
Laboratory of Antioxidants, Nutrition and Food Technology Institute (INTA), University of Chile, Av. El Libano 5524, Santiago, Chile.
Food Chem. 2017 Nov 1;234:479-485. doi: 10.1016/j.foodchem.2017.05.023. Epub 2017 May 5.
Oxidation of a phenolic group in quercetin is assumed to compromise its antioxidant properties. To address this assumption, the ROS-scavenging, Folin-Ciocalteau- and Fe-reducing capacities of quercetin and thirteen structurally related flavonoids were assessed and compared with those of mixtures of metabolites resulting from their chemical and enzymatic oxidation. Regardless of the oxidation mode, the metabolites mixtures largely conserved the antioxidant properties of the parent molecules. For quercetin, 95% of its ROS-scavenging and over 77% of its Folin-Ciocalteau- and Fe-reducing capacities were retained. The susceptibility of flavonoids to oxidative disappearance (monitored by HPLC-DAD) and that of the mixtures to retain their antioxidant capacity was favourably influenced by the presence of a catechol (ring-B) and enol (ring C) function. This is the first study to report that mixtures resulting from the oxidation of quercetin and its analogues largely conserve their antioxidant properties.
槲皮素中酚羟基的氧化被认为会损害其抗氧化性能。为验证这一假设,评估了槲皮素及13种结构相关黄酮类化合物的活性氧清除能力、福林-西奥尔特法还原能力和铁还原能力,并将其与化学和酶促氧化产生的代谢物混合物的相应能力进行比较。无论氧化方式如何,代谢物混合物在很大程度上保留了母体分子的抗氧化性能。对于槲皮素,其95%的活性氧清除能力以及超过77%的福林-西奥尔特法还原能力和铁还原能力得以保留。儿茶酚(B环)和烯醇(C环)官能团的存在对黄酮类化合物氧化消失的敏感性(通过高效液相色谱-二极管阵列检测法监测)以及混合物保留其抗氧化能力的敏感性产生了有利影响。这是首次报道槲皮素及其类似物氧化产生的混合物在很大程度上保留其抗氧化性能的研究。