贵州烤烟糖苷类化学成分抗氧化活性及分离鉴定

丁根胜; 葛永辉; 杨超; 李永青; 王承福; 黄新民; 黄正虹; 杨盛刚; 万里兴; 惠建权; 耿召良

doi:10.13496/j.issn.1007-5119.2017.05.015

贵州烤烟糖苷类化学成分抗氧化活性及分离鉴定

Antioxidant Activity and Active Component Identification of Glycosides from Leaves of Guizhou Flue-cured Tobacco

摘要

摘要: 为深入研究烟草糖苷类化学成分及其抗氧化活性，以贵州烤烟为材料，首先用有机溶剂甲醇回流提取和大孔树脂吸附法获得糖苷类化学成分粗提物，对糖苷粗提物不同溶剂萃取物的清除DPPH自由基活性进行研究，再应用反相色谱、凝胶色谱、半制备液相色谱及薄层层析等技术，对清除自由基活性最好的组分进行进一步分离纯化。结果表明，糖苷粗提物不同溶剂萃取物均表现一定的清除DPPH自由基活性，其中乙酸乙酯部分活性最好。从乙酸乙酯部分分离获得了多个糖苷类单体，并利用核磁共振仪对其中4个单体结构进行了鉴定，分别为7，8-二氢-3-氧代-α-紫罗兰醇-β-D-吡喃葡萄糖苷（化合物1），3-氧代-α-紫罗兰醇-β-D-吡喃葡萄糖苷（化合物2），异嗪皮啶6-O-β-D-吡喃葡萄糖苷（化合物3），东莨菪苷（化合物4）。

Abstract: To explore the chemical constituents of tobacco glycosides and their antioxidant activities, crude glycoside extracts from Guizhou flue-cured tobacco leaves were obtained by methanol-reflux and macroporous resin adsorption. DPPH radical-scavenging activities of different extracts of crude glycoside were investigated. Further separation and purification of ethyl acetate fractions were processed through reversed phase chromatography, gel chromatography, preparative liquid chromatography and thin layer chromatography. The results showed that, each crude glycoside extract showed certain DPPH radical-scavenging activities, in which the ethyl acetate fraction exhibited the best activity. Multiple monomeric compounds were isolated from the ethyl acetate fraction, and four glycoside chemical compounds were identified by NMR. The four monomers are 7,8-dihyd-3-oxo-α-ionol-β-Dglucopyranoside(1), 3-oxo-α-ionol-β-D-glucopyranosid (2), 6-O-β-D-glucopyranosid(3) and O-β-D-glucopyranosid(4).

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