Junceosides A-C, new triterpene saponins from Arenaria juncea.
Three novel triterpenoid saponins, junceosides A (1), B (2), and C (3), together with two known saponins have been isolated from the roots of Arenaria juncea. Their structures were elucidated using a combination of homo- and heteronuclear 2D NMR techniques (COSY, TOCSY, NOESY, HSQC, and HMBC) and by FABMS. The new compounds were characterized as 3-O-alpha-L-arabinopyranosyl-(1-->2)-[beta-D-galactopyranosyl-(1-->3)]-beta-D-glucuronopyranosylgypsogenin-28-O-beta-D-glucopyranosyl(1-->3)-[beta-D-xylopyranosyl-(1-->4)]-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-fucopyranoside (1), 3-O-alpha-L-arabinopyranosyl-(1-->2)-[beta-D-galactopyranosyl-(1-->3)]-beta-D-glucuronopyranosylgypsogenin-28-O-beta-D-xylopyranosyl-(1-->3)-beta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-fucopyranoside (2), and 3-O-beta-D-xylopyranosyl-(1-->3)-[beta-D-galactopyranosyl-(1-->2)]-beta-D-glucuronopyranosylgypsogenin-28-O-beta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-fucopyranoside (3).
Gaidi
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Laboratoire de Pharmacognosie, Unité de Molécules d'Intérêt Biologique, JE 2244, Faculté de Pharmacie, Université de Bourgogne, 7, Bd Jeanne d'Arc, BP 87900, 21079 Dijon Cedex, France.
Miyamoto
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Lacaille-Dubois
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D029748:Caryophyllaceae / Q000737:chemistry*; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D002855:Chromatography, Thin Layer; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification*; D006868:Hydrolysis; D015394:Molecular Structure; D009828:Oleanolic Acid / Q000031:analogs & derivatives*; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification*; D013055:Spectrophotometry, Infrared; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification*
D004365:Drugs, Chinese Herbal; D012503:Saponins; D014315:Triterpenes; C445919:junceoside A; C445921:junceoside B; C445920:junceoside C; D009828:Oleanolic Acid