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[摘要]
目的 研究孜然芹Cuminum cyminum干燥成熟果实的化学成分。方法 利用硅胶柱色谱法、Sephadex LH-20凝胶柱色谱法、中压柱色谱法、高压快速制备色谱及半制备高效液相色谱等方法分离纯化,通过理化常数和NMR、MS波谱等方法鉴定化合物结构。结果 从孜然芹籽甲醇提取物中分离得到15个化合物,分别鉴定为黄芪苷(1)、6β-羟基甘草次酸(2)、乌苏酸(3)、槲皮素(4)、原儿茶酸(5)、(6R,7E,9R)-9-羟基-4,7-巨豆二烯-3-酮(6)、4,5-二咖啡酰基奎宁酸甲酯(7)、3,5-二咖啡酰基奎宁酸甲酯(8)、松香(9)、山柰酚3-O-β-D-吡喃葡萄糖基(1→2)-β-D-吡喃葡萄糖基-7-O-α-L-鼠李糖(10)、枯茗酸(11)、cuminoside A(12)、木犀草素(13)、芹菜素-7-O-β-D-(6″-O-乙酰基)-葡萄糖苷(14)、5,7,4'-三羟基黄酮(15)。结论 化合物2、3、6~10和14为首次从孜然芹属植物中分离得到。
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[Abstract]
Objective To investigate the chemical constituents from the seeds of Cuminum cyminum. Methods The chemical constituents were isolated and purified by repeated silica gel column chromatography, Sephadex LH-20 gel column chromatography, medium pressure column chromatography, high pressure flash chromatography, and semi-preparative HPLC, and their structures were elucidated on the basis of physico-chemical constants and spectral analysis. Results Fifteen compounds were identified as astragaline (1), 6-β-hydroxy glycyrrhetinic acid (2), ursolic acid (3), quercetin (4), protocatechuic acid (5), (6R,7E,9R)-9-hydroxy-4,7-megastigma-dien-3-one (6), 4,5-dicaffeoylquinic acid methyl ester (7), 3,5-dicaffeoylquinic acid methyl ester (8), rosin (9), kaempferol 3-O-β-D-glucopyranosyl (1→2)-β-D-glucopyranoside-7-O-α-L-rhamnopyranoside (10), cuminacid (11), cuminoside A (12), luteolin (13), apigenin-7-O-β-D-(6″-O-acetyl)-glucopyranoside (14), and 5,7,4'-trihydroxyflavanone (15). Conclusion Compounds 2, 3, 6-10, and 14 are obtained from this genus for the first time.
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