Three Previously Undescribed Chlorophenyl Glycosides from the Bulbs of Lilium regale

Three previously undescribed chlorophenyl glycosides, (2,4,6-trichloro-3-hydroxy-5-methoxyphenyl)methyl β-D-glucopyranoside ( 1 ), (2,4-dichloro-3,5-dimethoxyphenyl)methyl 6- O -β-D-glucopyranosyl-β-D-glucopyranoside ( 2 ) and 4-chloro-3-methoxy-5-methylphenyl 6- O -(6-deoxy-β-L-mannopyranosyl)-β-D-glucopyranoside ( 3 ) were obtained from Lilium regale . The absolute configurations of these new finds were elucidated by comprehensive analyses of spectroscopic data combined with acid hydrolysis derivatization. (2,4-dichloro-3,5-dimethoxyphenyl)methyl 6- O -β-D-glucopyranosyl-β-D-glucopyranoside ( 2 ) can inhibit the proliferation of lung carcinoma A549 cells with an IC 50 value of 29 μΜ. Graphical