LYCOPEROSIDES A-C, 3 STEREOISOMERIC 23-ACETOXYSPIROSOLAN-3-BETA-OL BETA-LYCOTETRAOSIDES FROM LYCOPERSICON-ESCULENTUM

Three new steroidal alkaloid glycosides, lycoperosides A-C, were isola ted from leaves and fruits of tomato, Lycopersicon esculentum, and str ucturally elucidated as the 3-O-beta-lycotetraosides of (23R)-23-aceto xytomatidine, (23S)-23-acetoxysoladulcidine and (23S,25S)-23-acetoxy-5 alpha,22 alpha N-spirosolan-3 beta-ol. In addition to these glycoside s, leaves and fruits were found to contain the known major alkaloid to matine (tomatidine 3-O-beta-lycotetraoside) and leaves a small amount of gamma-tomatine (tomatidine 3-O-[beta-D-glucopyranosyl-(1 --> 4)-bet a-D-galactopyranoside], lycoperoside D).