A PYRROLINE GLUCOSIDE ESTER AND STEROIDAL SAPONINS FROM LILIUM MARTAGON

A new phenylpropanoid ester of a pyrroline derivative and two new ster oidal saponins were isolated from the fresh bulbs of Lilium martagon, along with several previously known compounds. The structures of the n ew compounds were determined by spectroscopic data, hydrolysis, and by comparison with spectral data of known compounds to be (-)-5-hydroxy- 3-methyl-3-pyrrolin-2-one 5-O-(6-O-p-coumaroyl-beta-D-glucopyranoside) , (25S)-spirost-5-ene-3 beta,17 alpha, 27-triol 3-O-(O-beta-D-glucopyr anosyl-(1 --> 2)-O-beta-D-glucopyranosyl-(1 --> 4)-beta-D-glucopyranos ide) and (25S)-5 alpha-spirostane-3 beta,17 alpha,27-triol 3-O-{O-beta -D-glucopyranosyl-(1 --> 2)-O-beta-D-glucopyranosyl-(1 --> 4)-beta-D-g lucopyranoside}, respectively, Lilium martagon crosses well with L. ha nsonii to produce a valuable garden hybrid lily. In this study, the se condary metabolites of L. martagon were revealed to be closely related to those of L. hansonii, giving a good example of the correlation bet ween the secondary metabolites and cross-compatibility.