A New Flavonol Glycoside from Hylomecon vernalis

Purification of a MeOH extract from the aerial parts of Hylomecon vernalis Maxim. (Papaveraceae) using column chromatography furnished a new acetylated flavonol glycoside (1), together with twenty known phenolic compounds (2-21). Structural elucidation of 1 was based on 1D- and 2D-NMR spectroscopy data analysis to be quercetin 3-O-[4 '''-O-acetyl-alpha-L-arabinopyranosyl]-(1 '''-> 6 '')-beta-D-galactopyranoside (1). The structures of compounds 2-21 were elucidated by spectroscopy and confirmed by comparison with reported data; quercetin 3-O-[2 '''-O-acetyl-alpha-L-arabinopyranosyl]-(1 '''-> 6 '')-beta-D-galactopyranoside (2), quercetin 3-O-alpha-L-arabinopyranosyl-(1 '''-> 6 '')-beta-D-galactopyranoside (3), quercetin 3-O-beta-D-galactopyranoside (4), kaempferol 3,7-O-alpha-L-dirhamnopyranoside (5), diosmetin 7-O-beta-D-glucopyranoside (6), diosmetin 7-O-beta-D-xylopyranosyl-(1 '''-> 6 '')-beta-D-glucopyranoside (7), p-hydroxybenzoic acid (8), protocatechuic acid (9), caffeic acid (10), 6-hydroxy-3,4-dihydro-1-oxo-beta-carboline (11), (Z)-3-hexenyl-beta-D-glucopyranoside (12), (E)-2-hexenyl-beta-D-glucopyranoside (13), (Z)-3-hexenyl-alpha-Larabinopyranosyl-('''-> 6')-beta-D-glucopyranoside (14), oct-1-en-3-yl-alpha-L-arabinopyranosyl-(1 ''-> 6')-beta-D-glucopyranoside (15), benzyl-beta-D-apiofuranosyl-(1 ''-> 6')-beta-D-glucopyranoside (16), benzyl-alpha-L-arabinopyranosyl-(1 ''-> 6')-beta-D-glucopyranoside (17), benzyl-beta-D-xylopyranosyl-(1 ''-> 6')-beta-Dglucopyranoside (18), 2-phenylethyl-alpha-L-arabinopyranosyl-(1 ''-> 6')-beta-D-glucopyranoside (19), 2-phenylethyl-beta-D-apiofuranosyl-(1 ''-> 6')-beta-D-glucopyranoside (20), and aryl-beta-D-glucopyranoside (21). Compounds 2-21 were isolated for the first time from this plant. The isolated compounds were tested for cytotoxicity against four human tumor cell lines in vitro using a Sulforhodamin B bioassay.