Antisweet natural products. XI. Structures of sitakisosides VI-X from Stephanotis lutchuensis Koidz. var. japonica. 1994

K Yoshikawa, and H Taninaka, and Y Kan, and S Arihara
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Japan.

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.

UI MeSH Term Description Entries
D008968 Molecular Conformation The characteristic three-dimensional shape of a molecule. Molecular Configuration,3D Molecular Structure,Configuration, Molecular,Molecular Structure, Three Dimensional,Three Dimensional Molecular Structure,3D Molecular Structures,Configurations, Molecular,Conformation, Molecular,Conformations, Molecular,Molecular Configurations,Molecular Conformations,Molecular Structure, 3D,Molecular Structures, 3D,Structure, 3D Molecular,Structures, 3D Molecular
D010944 Plants Multicellular, eukaryotic life forms of kingdom Plantae. Plants acquired chloroplasts by direct endosymbiosis of CYANOBACTERIA. They are characterized by a mainly photosynthetic mode of nutrition; essentially unlimited growth at localized regions of cell divisions (MERISTEMS); cellulose within cells providing rigidity; the absence of organs of locomotion; absence of nervous and sensory systems; and an alternation of haploid and diploid generations. It is a non-taxonomical term most often referring to LAND PLANTS. In broad sense it includes RHODOPHYTA and GLAUCOPHYTA along with VIRIDIPLANTAE. Plant
D005421 Flavoring Agents Substances added to foods and medicine to improve the taste. Flavor Additives,Flavor Enhancers,Additive, Flavor,Additives, Flavor,Agent, Flavoring,Agents, Flavoring,Enhancer, Flavor,Enhancers, Flavor,Flavor Additive,Flavor Enhancer,Flavoring Agent
D006027 Glycosides Any compound that contains a constituent sugar, in which the hydroxyl group attached to the first carbon is substituted by an alcoholic, phenolic, or other group. They are named specifically for the sugar contained, such as glucoside (glucose), pentoside (pentose), fructoside (fructose), etc. Upon hydrolysis, a sugar and nonsugar component (aglycone) are formed. (From Dorland, 28th ed; From Miall's Dictionary of Chemistry, 5th ed) Glycoside
D006801 Humans Members of the species Homo sapiens. Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D013395 Sucrose A nonreducing disaccharide composed of GLUCOSE and FRUCTOSE linked via their anomeric carbons. It is obtained commercially from SUGARCANE, sugar beet (BETA VULGARIS), and other plants and used extensively as a food and a sweetener. Saccharose
D013649 Taste The ability to detect chemicals through gustatory receptors in the mouth, including those on the TONGUE; the PALATE; the PHARYNX; and the EPIGLOTTIS. Gustation,Taste Sense,Gustations,Sense, Taste,Senses, Taste,Taste Senses,Tastes
D014315 Triterpenes A class of terpenes (the general formula C30H48) formed by the condensation of six isoprene units, equivalent to three terpene units. Triterpene,Triterpenoid,Triterpenoids
D018547 Plant Stems Parts of plants that usually grow vertically upwards towards the light and support the leaves, buds, and reproductive structures. (From Concise Dictionary of Biology, 1990) Plant Stem,Stem, Plant,Stems, Plant

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