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Acylated triterpene saponins from the roots of Securidaca longepedunculata
Authors:Anne-Claire Mitaine-Offer  Tomofumi Miyamoto  Jean-François Mirjolet  Marie-Aleth Lacaille-Dubois
Institution:a Laboratoire de Pharmacognosie, UMIB, UPRES-EA 3660, Faculté de Pharmacie, Université de Bourgogne, 7, Bd. Jeanne D’Arc, BP 87900, 21079 Dijon Cedex, France
b Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka 812-8582, Japan
c Centre de Recherche Phytochimique, Université de Liège, Institut de Chimie-B6, Sart Tilman, B-4000-Liège I, Belgium
d Oncodesign, 20 rue Jean Mazen, BP 27627, 21076 Dijon Cedex, France
Abstract:Four triterpene saponins, 3-O-β-d-glucopyranosylpresenegenin 28-O-β-d-apiofuranosyl-(1 → 3)-β-d-xylopyranosyl-(1 → 4)-β-d-apiofuranosyl-(1 → 3)]-α-l-rhamnopyranosyl-(1 → 2)-{4-O-(E)-3,4,5-trimethoxycinnamoyl]}-β-d-fucopyranosyl ester, 3-O-β-d-glucopyranosylpresenegenin 28-O-β-d-apiofuranosyl-(1 → 3)-β-d-xylopyranosyl-(1 → 4)-β-d-apiofuranosyl-(1 → 3)]-α-l-rhamnopyranosyl-(1 → 2)-(6-O-acetyl)-β-d-glucopyranosyl-(1 → 3)]-{4-O-(E)-3,4,5-trimethoxycinnamoyl]}-β-d-fucopyranosyl ester, 3-O-β-d-glucopyranosylpresenegenin 28-O-β-d-apiofuranosyl-(1 → 3)-β-d-xylopyranosyl-(1 → 4)-β-d-apiofuranosyl-(1 → 3)]-α-l-rhamnopyranosyl-(1 → 2)-β-d-galactopyranosyl-(1 → 3)]-{4-O-(E)-3,4,5-trimethoxycinnamoyl]}-β-d-fucopyranosyl ester, and 3-O-β-d-glucopyranosylpresenegenin 28-O-β-d-apiofuranosyl-(1 → 3)-α-l-arabinopyranosyl-(1 → 4)]-β-d-xylopyranosyl-(1 → 4)-β-d-apiofuranosyl-(1 → 3)]-α-l-rhamnopyranosyl-(1 → 2)-{4-O-(E)-3,4,5-trimethoxycinnamoyl]}-β-d-fucopyranosyl ester, were isolated from the roots of Securidaca longepedunculata, together with three known compounds. Their structures were established mainly by 2D NMR techniques and mass spectrometry.
Keywords:Securidaca longepedunculata  Polygalaceae  Triterpene saponins  Presenegenin  Chemotaxonomic marker  2D NMR
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