Inhibitory effect of a quercetin metabolite, quercetin 3-O-β-D-glucuronide, on lipid peroxidation in liposomal membranes

Inhibitory effect of a quercetin metabolite, quercetin 3-O-β-D-glucuronide, on lipid peroxidation in liposomal membranes
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DOI:
10.1021/jf010713g
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发表时间:
2001-11-01
影响因子:
6.1
通讯作者:
Terao, J
Terao, J
中科院分区:
农林科学1区
文献类型:
--
作者:
Shirai, M;Moon, JH;Terao, J

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为研究槲皮素3-O-β-D-葡萄糖醛酸苷(Q3 GA)的抗氧化活性,采用磷脂酰胆碱大单层囊泡(PG LUV)生物膜模型,研究了Q3 GA对脂质过氧化的抑制作用。铁离子,水过氧自由基发生器,过氧亚硝酸根发生器,或脂氧合酶被用作脂质过氧化的诱导剂。在所有情况下,Q3 GA抑制脂质过氧化反应显着,虽然其抑制作用低于槲皮素苷元。对含Q3 GA的PC LUV进行超滤,结果表明Q3 GA与磷脂双层膜的亲和力较低,但有显著的亲和力。因此,Q3 GA可能通过其在磷脂双层中的定位在膜脂质过氧化中充当有效的抗氧化剂。这种结合的槲皮素代谢物似乎保留了保护细胞和亚细胞膜免受活性氧和过氧化酶过氧化攻击的能力。
To study the antioxidant activity of quercetin 3-O-beta -D-glucuronide (Q3GA), which is one of the quercetin metabolites in the blood after intake of quercetin-rich food, the, inhibitory effect of Q3GA on lipid peroxidation was estimated using phosphatidylcholine large unilamellar vesicles (PG LUV) as a biomembrane model. Iron ion, an aqueous peroxyl radical generator, a peroxynitrite generator, or lipoxygenase was used as the inducer of lipid peroxidation. In all cases, Q3GA inhibited lipid peroxidation significantly, although its inhibitory effect was lower than that of quercetin aglycon. The ultrafiltration of PC LUV containing Q3GA revealed that Q3GA has low but significant affinity with the membranes of phospholipid bilayers. It is therefore likely that Q3GA acts as an efficient antioxidant in membranous lipid peroxidation through its localization in the phospholipid bilayer. This conjugated quercetin metabolite seems to retain the ability to protect cellular and subcellular membranes from peroxidative attack by reactive oxygen species and peroxidative enzymes.