Firuzi Omidreza, Lacanna Antonio, Petrucci Rita, Marrosu Giancarlo, Saso Luciano
Dipartimento di Farmacologia delle Sostanze Naturali e Fisiologia Generale, Universitá di Roma La Sapienza, P.le Aldo Moro 5, 00185 Rome, Italy.
Biochim Biophys Acta. 2005 Jan 18;1721(1-3):174-84. doi: 10.1016/j.bbagen.2004.11.001. Epub 2004 Dec 22.
Flavonoids, naturally occurring phenolic compounds, have recently been studied extensively for their antioxidant properties. The structure-antioxidant activity relationships (SAR) of flavonoids have been evaluated against different free radicals, but "ferric reducing antioxidant power" (FRAP) assay, which determines directly the reducing capacity of a compound, has not been used for this purpose. In this study, the antioxidant activities of 18 structurally different flavonoids were evaluated by FRAP assay modified to be used in 96-well microplates. Furthermore, their oxidation potentials were also measured, which were in the range of +0.3 V (myricetin) to +1.2 V (5-hydroxy flavone) and were in good agreement with FRAP assay results. Quercetin, fisetin and myricetin had the lowest oxidation potentials and appeared the most active compounds in FRAP assay and were 3.02, 2.52 and 2.28 times more active than Trolox, respectively. Indications were found that the o-dihydroxy structure in the B ring and the 3-hydroxy group and 2,3-double bond in the C ring give the highest contribution to the antioxidant activity.
黄酮类化合物是天然存在的酚类化合物,最近因其抗氧化特性而受到广泛研究。已针对不同自由基评估了黄酮类化合物的结构-抗氧化活性关系(SAR),但“铁还原抗氧化能力”(FRAP)测定法(该方法直接测定化合物的还原能力)尚未用于此目的。在本研究中,通过改良后可用于96孔微孔板的FRAP测定法评估了18种结构不同的黄酮类化合物的抗氧化活性。此外,还测量了它们的氧化电位,其范围为+0.3 V(杨梅素)至+1.2 V(5-羟基黄酮),与FRAP测定结果高度一致。槲皮素、非瑟酮和杨梅素具有最低的氧化电位,在FRAP测定中表现为最具活性的化合物,其活性分别比Trolox高3.02、2.52和2.28倍。研究发现,B环中的邻二羟基结构以及C环中的3-羟基和2,3-双键对抗氧化活性的贡献最大。