RESIN GLYCOSIDES .6. SCAMMONIN-I AND SCAMMONIN-II, THE RESIN GLYCOSIDES OF RADIX SCAMMONIAE FROM CONVOLVULUS-SCAMMONIA

The ether-soluble resin glycoside ('jalapin') fraction obtained from scammony roots, on alkaline hydrolysis, gave a glycosidic acid, scammonic acid A, together with isobutyric, 2S-methylbutyric and tiglic acids. In addition, two kinds of resin glycosides, named scammonin I and II, were isolated and characterized, respectively, as (11S)-hydroxyhexadecanoic acid, 11-{[O-6-deoxy-4-O-(2(E)-methyl-1-oxo-2-butenyl)-β-d-glucopyranosyl-(1 → 4)-O-6-deoxy-2-O-(2-methyl-1-oxobutyl)-α-l-mannopyranosyl-(1 → 2)-O-β-d-glucopyranosyl-(1 → 2)-6-deoxy-β-d-glucopyranosyl]oxy}-, intramol. 1,3‴-ester and (11S)-hydroxyhexadecanoic acid, 11-{[O-β-d-glucopyranosyl-(1 → 4)-O-6-deoxy-2-O-(2-methyl-1-oxobutyl)-α-l-mannopyranosyl-(1 → 2)-O-β-d-d-glucopyranosyl-(1 → 2)-6-deoxy-β-d-glucopyranosyl]oxy}-, intramol. 1,3‴-ester. © 1990.