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意大利蜡菊(菊科)中黄酮类化合物的植物化学特征及自由基清除活性

Phytochemical characterization and radical scavenger activity of flavonoids from Helichrysum italicum G. Don (Compositae).

作者信息

Facino R M, Carini M, Franzoi L, Pirola O, Bosisio E

机构信息

Chemical Pharmaceutical Toxicological Institute, Faculty of Pharmacy, University of Milan, Italy.

出版信息

Pharmacol Res. 1990 Nov-Dec;22(6):709-21. doi: 10.1016/s1043-6618(05)80097-0.

DOI:10.1016/s1043-6618(05)80097-0
PMID:2075159
Abstract

The glycosidic fraction of the flavonoids extracted from the flowering tops of the Helichrysum italicum G. Don was isolated, purified and characterized. This fraction was constituted by three compounds, which were assigned the structure of 4,2',4',6'-tetrahydroxychalcone-2'-glucoside, kaempferol-3-glucoside and naringenin-glycoside. Radical scavenger properties of the single glycosyl-flavonoids and of the in toto glycosidic fraction were tested with in vitro systems where different reactive oxygen species are generated (superoxide ions, hydroxyl radicals) and on lipid peroxidation induced by ADP/Fe2+ and NADPH or CCl4 in rat liver microsomes. The formation of reactive oxygen species was detected by cytochrome c reduction, salicylic acid hydroxylation and hyaluronic acid depolymerization. The action of the glycosidic fraction on the release of TXB2 and 12-HETE in human platelets, after collagen stimulation, was also evaluated. The glycosidic fraction inhibited in a dose dependent fashion lipid peroxidation in rat liver microsomes treated with ADP/Fe2+ or CCl4. This effect is due to the ability of flavonoids to scavenge free radicals at different stages of the process (superoxide ions, hydroxyl and lipid peroxide radicals). The single glycosyl-flavonoids exhibited a different scavenger activity, depending on the oxygen species and the chemical structure of the compounds. No effect of the fraction was observed on TXB2 and 12-HETE formation at 100 microns concentration.

摘要

从意大利蜡菊(Helichrysum italicum G. Don)花顶部提取的黄酮类化合物的糖苷部分被分离、纯化并进行了表征。该部分由三种化合物组成,分别确定为4,2',4',6'-四羟基查耳酮-2'-葡萄糖苷、山奈酚-3-葡萄糖苷和柚皮苷糖苷。利用体外系统测试了单一糖基黄酮类化合物以及整个糖苷部分的自由基清除特性,该系统可产生不同的活性氧物种(超氧离子、羟基自由基),还测试了其对大鼠肝微粒体中由ADP/Fe2+和NADPH或CCl4诱导的脂质过氧化的影响。通过细胞色素c还原、水杨酸羟基化和透明质酸解聚检测活性氧物种的形成。还评估了糖苷部分对胶原刺激后人血小板中TXB2和12-HETE释放的作用。糖苷部分以剂量依赖方式抑制了用ADP/Fe2+或CCl4处理的大鼠肝微粒体中的脂质过氧化。这种作用归因于黄酮类化合物在该过程不同阶段清除自由基(超氧离子、羟基和脂质过氧化物自由基)的能力。单一糖基黄酮类化合物表现出不同的清除活性,这取决于氧物种和化合物的化学结构。在100微米浓度下,未观察到该部分对TXB2和12-HETE形成的影响。

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