Flavonoids and their oxidation products protect efficiently albumin-bound linoleic acid in a model of plasma oxidation

Flavonoids and their oxidation products protect efficiently albumin-bound linoleic acid in a model of plasma oxidation
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DOI:
10.1016/j.bbagen.2007.02.005
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发表时间:
2007-06-01
影响因子:
3
通讯作者:
Loonis, Michele
Loonis, Michele
中科院分区:
生物学3区
文献类型:
--
作者:
Dufour, Claire;Loonis, Michele

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虽然低密度脂蛋白酯化的多不饱和脂肪酸(PUFA)对血浆中的可氧化脂质有很大贡献,但它们与不可忽视的游离PUFA并存。在某些病理情况下,游离多不饱和脂肪酸/白蛋白比值异常升高。模拟是在亚油酸与人血清白蛋白(HSA)结合的体系中进行的,在该体系中,亲水性AAPH引发氧化。评价了不同类黄酮类化合物对脂质过氧化的抑制作用。羟基十八碳二烯酸(HPODE)、羟基十八碳二烯酸(HODE)和酮基十八碳二烯酸(KODE)的积累也同样受到抑制:异槲皮苷;栎素;儿茶素;异鼠李素;山奈酚;quercetin-4‘-beta-D-glucoside=quercetin-3,4’-di-beta-D-glucoside.令人惊讶的是,槲皮素和异鼠李素在食用后很长一段时间内都能保护亚油酸。对其氧化产物进行了质谱学和核磁共振谱分析,并对其抗氧化能力进行了评价,指出3,4-二羟基苯甲酸和2-(3,4-dihydroxybenzoyl)-2,4,6-trihydroxybenzofuran-3(2H)-酮是影响其表观抗氧化能力的主要因素。(C)2007 Elsevier B.V.保留所有权利。
Although LDL esterified polyunsaturated fatty acids (PUFA) contribute largely to the pool of oxidizable lipids in plasma, they coexist with a non-negligible content of free PUFA. In some pathological conditions, the free PUFA/albumin ratio becomes abnormally elevated. Modeling was performed in a system constituted of linoleic acid bound to human serum albumin (HSA) in which oxidation was initiated by hydrophilic AAPH. Inhibition of lipid peroxidation was evaluated for various flavonoids. The accumulations of hydroperoxyoctadecadienoic acids (HPODE), hydroxyoctadecadienoic acids (HODE) and ketooctadecadienoic acids (KODE) were similarly inhibited : isoquercitrin > quercetin > catechin= isorhamnetin >> kaempferol > quercetin-4'-beta-D-glucoside=quercetin-3,4'-di-beta-D-glucoside. Surprisingly, querectin and isorhamnetin afforded a protection to linoleic acid long after their consumption. Elucidation by mass spectrometry and NMR of the quercetin oxidation products and assessment of their antioxidant capacity pointed out that 3,4-dihydroxybenzoic acid and 2-(3,4-dihydroxybenzoyl)-2,4,6-trihydroxybenzofuran-3 (2H)-one are major contributors to the apparent quercetin antioxidant capacity. (c) 2007 Elsevier B.V. All rights reserved.