Antisweet natural products. XI. Structures of sitakisosides VI-X from Stephanotis lutchuensis Koidz. var. japonica.
From the fresh stem of Stephanotis lutchuensis var. japonica, five new oleanane-type triterpenoid glycosides named sitakisosides VI-X (1-5) were isolated. Their structures were determined on the basis of spectroscopic data and chemical evidence. Sitakisosides VI and VII are 3-O-beta-D-xylopyranosyl(1-->6)-beta-D-glucopyranosyl(1-->6)-beta-D- glucopyranosido-21-O-(6-N-methylanthranilyl)-beta-D-glucopyr anosyl and 3-O-beta-D-xylopyranosyl(1-->6)-beta-D-glucopyranosyl(1-->6)-beta-D- glucopyranosido-21-O-(4-N-methylanthranilyl)-beta-D-glucopyr anosyl sitakisogenin, respectively. Sitakisoside VIII is 3-O-beta-D-xylopyranosyl(1-->6)-beta-D- glucopyranosyl(1-->6)-beta-D-glucopyranosido-21-O-N-methylanthr anilyl- 3 beta,16 beta,21 beta,28-tetrahydroxyolean-12-ene-22-one. Sitakisoside IX is 3-O-beta-D-xylopyranosyl(1-->6)-beta-D-glucopyranosyl(1-->6)-beta-D- glucopyranosido-21-O-(6-N-methylanthranilyl)-beta-D-glucopyr anosyl gymnestrogenin. Sitakisoside X is 3-O-beta-D-xylopyranosyl(1-->6)-beta-D- glucopyranosyl(1-->6)-beta-D-glucopyranosyl longispinogenin.
Yoshikawa
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K
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Japan.
Taninaka
H
H
Kan
Y
Y
Arihara
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S
D005421:Flavoring Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D006027:Glycosides / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D008968:Molecular Conformation; D018547:Plant Stems / Q000737:chemistry*; D010944:Plants / Q000737:chemistry*; D013395:Sucrose / Q000037:antagonists & inhibitors / Q000494:pharmacology; D013649:Taste / Q000187:drug effects; D014315:Triterpenes / Q000138:chemical synthesis* / Q000494:pharmacology
D005421:Flavoring Agents; D006027:Glycosides; D014315:Triterpenes; D013395:Sucrose