4H-CHROMENONE GLYCOSIDES FROM ERANTHIS-HYEMALIS (L) SALISBURY

Investigation of the tubers of Eranthis hyemalis (Ranunculaceae) afforded six chromenone glycosides. Their structures have been elucidated mainly by spectroscopic (FAB-MS, 2D-NMR techniques) and chemical methods (acidic and enzymatic hydrolysis) as 9-{[(beta-D-glucopyranosyl)oxy]methyl}-8,11-dihydro-5-hydroxy-2-methyl-4H-pyrano[2,3-g][1]benzoxepin-4-one (1), 9-{[(beta-D-gentiobiosyl)oxy]methyl}-8,11-dihydro-5-hydroxy-2-methyl-4-H-pyrano[2,3-g][1]benzoxepin-4-one (2), 9-{[(beta-D-glucopyranosyl)oxy]methyl}-8,11-dihydro-5-hydroxy-2-(hydroxy-methyl)-4H-pyrano[2,3-g][1]benzoxepin-4-one (3), 8-{(2E)-4-[(beta-D-glucopyranosyl)oxy]-3-methylbut-2-enyl}-5,7-dihydroxy-2-methyl-4H-1-benzopyran-4-one (4), 8-{(2E)-4-[(beta-D-glucopyranosyl)oxy]-3-methylbut-2-enyl}-5,7-dihydroxy-2-(hydroxymethyl)-4H-1-benzopyran-4-one (5), and 7-{[(beta-D-glucopyranosyl)oxy]methyl}-2,3-dihydro-2-(1-hydroxy-1-methylethyl)-4-methoxy-5H-furo[3,2-g][1]benzopyran-5-one (6). Compound 2 exhibited negative inotropic activity.