Tuliposides from Tulipa sylvestris and T. turkestanica

The investigation of leaves/stems and flowers of Tulipa turkestanica afforded, in addition to 6-tuliposide A, 1-tuliposide A, tuliposide D and the lactonized aglycones tulipalin A and (-)-tulipalin B, two new tuliposides. The structure of the new tuliposides were determined by spectral methods to be 1-(4-hydroxy-2-methylenebutanoate)-6-((S)-3,4-dihydroxy-2- methylenebutanoate)-β-D-glucopyranose (tuliposide F) and 6-((S)-3,4- dihydroxy-2-methylenebutanoate)-D-glucopyranose (6-tuliposide B), the latter being a new acyl derivative of the known 1-tuliposide B. The investigation of Tulipa sylvestris gave 6-tuliposide A and B, tuliposide D and tulipalin A and B. The possible biosynthesis of the isolated compounds is briefly discussed.