Tomato steroidal alkaloid glycosides, esculeosides A and B, from ripe fruits

Major novel steroidal alkaloid glycosides, named esculeoside A () and esculeoside B (), have been isolated from the pink color-type and the red color-type, respectively, of the ripe tomato fruits of Lycopersicon esculentum MILL. for the first time. The structures of and have been characterized as 3-O-β-lycotetraosyl (5S,22S,23S,25S)-23-acetoxy-3β,27-dihydroxyspirosolane 27-O-β-d-glucopyranoside and 3-O-β-lycotetraosyl (5S,22S,23R,25S)-22,26-epimino-16β,23-epoxy-3β,23,27-trihydroxycholestane 27-O-β-d-glucopyranoside, respectively.