Two new complex triterpenoid saponins from Gledistsia dolavayi Franch

Two new triterpenoid saponins, gledistside A (1) and gledistside B (2), isolated from the fruits of Gledistsia dolavayi Franch., were characterized as the 3,28‐O‐bisdesmoside of echinocystic acid acylated with monoterpene carboxylic acids. On the basis of spectroscopic and chemical evidence, their s...

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Veröffentlicht in:Magnetic resonance in chemistry 2002-09, Vol.40 (9), p.609-613
Hauptverfasser: Teng, Rong Wei, Ni, Wei, Wang, De Zu, Ding, Jing Kai, Chen, Chang Xiang
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Sprache:eng
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Zusammenfassung:Two new triterpenoid saponins, gledistside A (1) and gledistside B (2), isolated from the fruits of Gledistsia dolavayi Franch., were characterized as the 3,28‐O‐bisdesmoside of echinocystic acid acylated with monoterpene carboxylic acids. On the basis of spectroscopic and chemical evidence, their structures were elucidated as 3‐O‐β‐D‐xylopyranosyl‐(1→2)‐α‐L‐arabinopyranosyl‐(1→6)‐β‐D‐glucopyranosyl‐28‐O‐β‐D‐xylopyranosyl‐(1→3)‐β‐D‐xylopyranosyl‐(1→4)‐[β‐D‐galactopyranosyl‐(1→2)]‐α‐L‐rhamnopyranosyl‐(1→2)‐{6‐O‐[2,6‐dimethyl‐6(S)‐hydroxy‐2‐trans‐2,7‐octadienoyl]}‐β‐D‐glucopyranosylechinocystic acid (1) and 3‐O‐β‐D‐xylopyranosyl‐(1→2)‐α‐L‐arabinopyranosyl‐(1→6)‐β‐D‐glucopyranosyl‐28‐O‐β‐D‐xylopyranosyl‐(1→3)‐β‐D‐xylopyranosyl‐(1→4)‐[β‐D‐galactopyranosyl‐(1→2)]‐α‐L‐rhamnopyranosyl‐(1→2)‐{6‐O‐[2‐hydroxymethyl‐6‐methyl‐6(S)‐hydroxy‐2‐trans‐2,7‐octadienoyl]}‐β‐D‐glucopyranosylechinocystic acid (2). The complete 1H and 13C assignments of saponins 1 and 2 were achieved on the basis of 2D NMR spectra including HMQC‐TOCSY, TOCSY, 1H–1H COSY, HMBC, ROESY and HMQC spectra. Copyright © 2002 John Wiley & Sons, Ltd.
ISSN:0749-1581
1097-458X
DOI:10.1002/mrc.1061