Chemical constituents from seeds of Cuminum cyminum / 中草药

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.