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鲨鱼胆汁类固醇5β-鲨烯醇与植物碧萝芷的羟基自由基清除特性比较。

A comparison of the hydroxyl radical scavenging properties of the shark bile steroid 5 beta-scymnol and plant pycnogenols.

作者信息

Macrides T A, Shihata A, Kalafatis N, Wright P F

机构信息

Department of Medical Laboratory Science, RMIT-University, Melbourne, Victoria, Australia.

出版信息

Biochem Mol Biol Int. 1997 Sep;42(6):1249-60. doi: 10.1080/15216549700203721.

DOI:10.1080/15216549700203721
PMID:9305543
Abstract

The hydroxyl radical (OH.) quenching abilities of the following compounds were compared in the deoxyribose degradation system (initiated by the ferrous-ascorbate Fenton reaction): (a) 5 beta-scymnol, the hepatoprotective shark bile sterol, and its mono- and di-sulfate esters; (b) three marketed pycnogenol preparations (syn: proanthocyanidin--natural plant-derived polyphenolic bioflavonoids) extracted from pine tree (Pinus maritima) bark and grape (Vitis vinifera) seeds; and (c) two known hydroxyl radical scavengers, dimethyl sulfoxide and mannitol, and the peroxyl radical scavenger Trolox (the alpha-tocopherol analogue). 5 beta-scymnol was a more potent OH. quencher than dimethyl sulfoxide, mannitol and Trolox, and markedly more potent than the pycnogenol preparations. Increased sulfation of 5 beta-scymnol progressively reduced its free radical scavenging activity, thus clearly attributing the potent OH. quenching properties to its novel tri-alcohol-substituted aliphatic side chain. The favourable interaction of these bile steroids with reactive oxygen species in an aqueous environment, makes them attractive candidates for evaluation as protective agents against disorders in which oxidative stress is implicated.

摘要

在脱氧核糖降解系统(由亚铁 - 抗坏血酸芬顿反应引发)中比较了以下化合物的羟基自由基(OH·)淬灭能力:(a)5β - 鲨胆甾醇,一种具有肝脏保护作用的鲨鱼胆汁甾醇及其单硫酸酯和二硫酸酯;(b)三种市售的碧萝芷制剂(同义词:原花青素 - 天然植物来源的多酚生物类黄酮),分别从松树(滨海松)树皮和葡萄(葡萄)种子中提取;以及(c)两种已知的羟基自由基清除剂,二甲基亚砜和甘露醇,以及过氧自由基清除剂Trolox(α - 生育酚类似物)。5β - 鲨胆甾醇是比二甲基亚砜、甘露醇和Trolox更有效的OH·淬灭剂,并且明显比碧萝芷制剂更有效。5β - 鲨胆甾醇的硫酸化增加逐渐降低其自由基清除活性,从而清楚地将其有效的OH·淬灭特性归因于其新颖的三醇取代脂肪族侧链。这些胆汁类固醇在水性环境中与活性氧的有利相互作用,使其成为作为涉及氧化应激的疾病的保护剂进行评估的有吸引力的候选物。

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