Leonticins A-C, three octasaccharide saponins from Leontice kiangnanensis.
Three octasaccharide saponins, leonticins A, B, and C (1-3), were isolated from the tubers of Leontice kiangnanensis. Their structures were elucidated by a combination of chemical degradation and spectral methods including negative FABMS and NMR measurements as 3-O-beta-D-glucopyranosyl (1-->2)-alpha-L-arabinopyranosylhederagenin 28-O-alpha-L-rhamnopyranosyl (1-->4)-beta-D-glucopyranosyl (1-->6)-beta-D-glucopyranosyl(1-->4)-alpha-L-rhamnopyranosyl (1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranoside (1), 3-O-[beta-D-xylopyranosyl(1-->3)-beta-D-galactopyranosyl(1-->4)-beta-D- glucopyranosyl (1-->3)][beta-D-glucopyranosyl(1-2)]-alpha-L-arabinopyranosyloleanoli c acid 28-O-alpha-L-rhamnopyranosyl (1-->4)-beta-D-glucopyranosyl(1-->6)-beta-D-glucopyranoside (2), and 3-O-[beta-D-xylopyranosyl (1-->3)-beta-D-galactopyranosyl(1-->4)-beta-D-glucopyranosyl(1-->3)] [beta-D-glucopyranosyl(1-->2)]-alpha-L-arabinopyranosylechinocystic++ + acid 28-O-alpha-L-rhamnopyranosyl(1-->4)-beta-D-glucopyranosyl- (1-->6)-beta-D-glucopyranoside (3), respectively. The complete assignments of the proton and carbon resonances for 1-3 were achieved based on extensive 2D NMR analysis (DQF-COSY, TOCSY, ROESY, HSQC, and HMBC).
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Department of Pharmacy, Swiss Federal Institute of Technology (ETH) Zurich, Switzerland.
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Sticher
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Nanz
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D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification; D002240:Carbohydrate Sequence; D006863:Hydrogen-Ion Concentration; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009828:Oleanolic Acid / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification; D009844:Oligosaccharides / Q000737:chemistry / Q000302:isolation & purification*; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification; D010946:Plants, Medicinal; D011134:Polysaccharides / Q000737:chemistry / Q000302:isolation & purification*; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013256:Steroids
D000893:Anti-Inflammatory Agents; D009844:Oligosaccharides; D010936:Plant Extracts; D011134:Polysaccharides; D012503:Saponins; D013256:Steroids; C102965:leonticin A; C102966:leonticin B; C102967:leonticin C; D009828:Oleanolic Acid; C022999:echinocystic acid; C025763:hederagenin