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Natural Product Communications 2013-Dec

New triterpenoid saponins from the roots of Saponaria officinalis.

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Il collegamento viene salvato negli appunti
Barbara Moniuszko-Szajwaj
Lukasz Pecio
Mariusz Kowalczyk
Ana M Simonet
Francisco A Macias
Malgorzata Szumacher-Strabel
Adam Cieslak
Wieslaw Oleszek
Anna Stochmal

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Astratto

Three new triterpenoid saponins (1-3), along with nine known saponins, were isolated from the roots of Saponaria officinalis L. Two of them: vaccaroside D (4) and dianchinenoside B (5) are known, but not previously reported for S. officinalis, and seven others: saponarioside C (6), D (7), F (8), G (9), I (10), K (11), and L (12) have been previously isolated from this plant. The structures of the new saponins were established as 3-O-beta-D-xylopyranosyl-16alpha-hydroxygypsogenic acid-28-O-[beta-D-glucopyranosyl-(1 -->6)-beta-D-glucopyranoside (1), 3-O-beta-D-xylopyranosyl-16alpha-hydroxygypsogenic acid-28-O-[beta-D-glucopyranosyl-(1-->3)]-[alpha-D-galactopyranosyl-(1-->6)-alpha-D-galactopyranosyl-(1-->6)-beta-D-glucopyranosyl-(1-->6)]-beta-D-glucopyranoside (2) and 3-O-beta-D-xylopyranosyl-gypsogenic acid-28-O-[beta-D-glucopyranosyl-(1-->3)]-[6-O-(3-hydroxy-3-methylglutaryl)-beta-D-glucopyranosyl-(1-->6)]-beta-D-glucopyranoside (3). Their structures were elucidated by extensive spectroscopic methods, including 1D- (1H, 13C) and 2D-NMR (D QF-COSY, TOCSY, ROESY, HSQC and HMBC) experiments, as well as high-resolution electrospray ionization mass spectrometry (HR-ESI-MS), ESI-MS/MS and acid hydrolysis.

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