Isolation, Identification and Neuroprotective Effect of Bioactive Substances from Cornus officinalis(山茱萸中生物活性物质的分离、鉴定及其神经保护作用)
摘要
To study the chemical constituents in ethanol extract of Cornus officinalis and their neuroprotective activity. The chemical constituents exerted neuroprotective effect were isolated and purified by normal phase silica gel column chromatography, Sephadex LH-20 gel column chromatography, macroporous resin, normal and reverse phase, cyanide silica gel LPLC (low pressure liquid chromatograph), and reverse phase HPLC, etc. Their structures were identified based on nuclear magnetic resonance spectrum, mass spectrum and published data, and their neuroprotective acitivity were evaluated by H<sub>2</sub>O<sub>2</sub> induced SH-SY5Y damage cell model. The results showed that nine compounds were isolated from Cornus officinalis and identified as 7-β-morroniside (1), 7-β-O-methylmorroniside (2), 7-α-O-methylmorroniside (3), kingiside (4), cornolactones D (5), pollenfuran A (6), threo-2,3-bis (4-hydroxy-3-methoxyphenyl)-3-ethoxypropan-1-ol (7), 5-hydroxymethyl furfural (8) and 3,4-dihydroxybenzoic acid (9). Among them, pollenfuran A (6) and threo-2,3-bis (4-hydroxy-3-methoxyphenyl)-3-ethoxypropan-1-ol (7) were isolated from Cornus for the first time, and cornolactones D (5) was identified from Cornus officinalis for the first time. Compounds 7-β-morroniside (1), 7-β-O-methylmorroniside (2), and 7-α-O-methylmorroniside (3) exhibited neuroprotective effect.(研究山茱萸乙醇提取物中生物活性成分的化学组成及其对神经的保护作用。采用正相常压硅胶、Sephadex LH-20凝胶、大孔吸附树脂、闪式低压正反相硅胶和氰基、反相高压液相等色谱方法对显示具有神经保护活性的组分进行分离纯化,根据核磁共振谱、质谱,同时结合已知文献数据对比鉴定化合物结构；再采用H<sub>2</sub>O<sub>2</sub>诱导的SH-SY5Y细胞氧化损伤模型对分离鉴定的化合物进行体外神经保护活性测定。结果表明,从山茱萸显示神经保护活性的组分中分离鉴定了9个化合物,分别为7-β-莫诺苷(1)、7-β-O-甲基莫诺苷(2)、7-α-O-甲基莫诺苷(3)、金吉苷(4)、cornolactones D(5)、pollenfuran A(6)、threo-2,3-bis (4-hydroxy-3-methoxyphenyl)-3-ethoxypropan-1-ol(7)、5-羟甲基糠醛(8)和3,4-二羟基苯甲酸(9)；其中化合物pollenfuran A(6)和threo-2,3-bis (4-hydroxy-3-methoxyphenyl)-3-ethoxypropan-1-ol(7)为首次从山茱萸属植物中分离得到,化合物cornolactones D(5)为首次从山茱萸中分离得到；化合物7-β-莫诺苷(1)、7-β-O-甲基莫诺苷(2)、7-α-O-甲基莫诺苷(3)具有神经保护活性。)