[关键词]
[摘要]
目的 对卷丹Lilium lancifolium的鳞茎进行甾体皂苷与酚类成分及其体外抗氧化活性研究。方法 应用多种柱色谱(包括正相、反相和凝胶柱色谱)分离和波谱分析方法对卷丹进行分离和结构鉴定,采用ABTS自由基和DPPH自由基清除法对化合物的抗氧化活性进行筛选研究。结果 从卷丹中分离得到11个化合物,分别鉴定为顺-1-O-对香豆酰基甘油酯(1)、反-1-O-对香豆酰基甘油酯(2)、咖啡酰基甘油酯(3)、3,4-二羟基苯甲醛(4)、邻羟基苯甲酸(5)、(25R,26R)-26甲氧基螺甾烷-5-烯-3β-O-α-L-鼠李糖-(1→2)-[β-D-葡萄糖-(1→6)]-β-D-葡萄糖苷(6)、(25R,26R)-3β,17α-羟基-26甲氧基螺甾烷-5-烯- 3β-O-α-L-鼠李糖-(1→2)-[β-D-葡萄糖-(1→6)]-β-D-葡萄糖苷(7)、薯蓣皂苷元3-O-{O-α-L-鼠李糖基-(1→2)-O-[β-D-木糖基(1→3)]-β-D-葡萄糖苷}(8)、(25R)-3β,17α-二羟基-5α-螺甾烷-6-酮-3-O-α-L-鼠李糖基-(1→2)-β-D-葡萄糖苷(9)、(25R)-3β-羟基-5α-螺甾烷-6-酮-3-O-α-L-鼠李糖基-(1→2)-β-D-葡萄糖苷(10)、(25R)-螺甾烷-5-烯-3β-O-α-L-吡喃鼠李糖-(1→2)-[β-D-吡喃葡萄糖-(1→6)]β-D-吡喃葡萄糖苷(11)。体外抗氧化活性实验结果显示酚类化合物1~5对ABTS和DPPH自由基清除作用较强,抗氧化活性较强;而甾体皂苷类抗氧化活性比酚类化合物弱。结论 化合物1~5和9、10为首次从该植物中分离得到。卷丹鳞茎中的酚类化合物和甾体化合物对不同自由基具有不同程度的清除作用,有一定的抗氧化活性。
[Key word]
[Abstract]
Objective To study the steroidal saponins and phenylic constituents in the bulbs of Lilium lancifolium and their anti-oxidant activities in vitro. Methods The constituents were isolated and purified by chromatographic technique and recrystallization, and their structures were identified by spectral methods together with physiochemical analyses. The anti-oxidant effects of these constituents on DPPH and ABTS were screened in vitro. Results Eleven constituents were isolated including seven first-found ones (1—5, 9, and 10) and four known compounds in this plant. They were cis-1-O-p-coumaroylglycerol (1), trans-1-O-p-coumaroylglycerol (2), caffeoyl glyceride (3), 3,4-dihydroxybenzaldehyde (4), salicylic acid (5), (25R,26R)-26-methoxyspirostan-5-ene-3β-O-α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→6)]-β-D-glucopyranoside (6), (25R,26R)-3β,17α-dihydroxy-26-methoxyspirostan-5-ene-3β-O-α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→6)]-β-D-glucopyranoside (7), diosgenin 3-O-{O-α-L-rhamnopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranoside} (8), (25R)-3β,17α-dihydroxy-5α-spirostan-6-one-3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside (9), (25R)-3β-hydroxy-5α-spirostan-6-one-3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside (10), and (25R)-spirost-5-ene-3β-O-α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→6)]-β-D-glucopyranoside (11). Compounds 1—5 showed the favorable scavenging effects on DPPH and ABTS. Conclusion The study suggests that the phenylic constituents from the bulbs of L. lancifolium have the anti-oxidant effects.
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[基金项目]
博士启动基金(2010)