Two new triterpene saponins from Nylandtia spinosa

M. A. Lacaille-Dubois; A. C. Mitaine-Offer; C. Diome; T. Miyamoto; C. Delaude

doi:10.1055/s-2006-949924

Planta Medica, Table of Contents

Two new triterpene saponins from Nylandtia spinosa

MA Lacaille-Dubois ¹, AC Mitaine-Offer ¹, C Diome ¹, T Miyamoto ², C Delaude ³

¹Laboratoire de Pharmacognosie, Unité de Molécules d'Intérêt Biologique, UMIB, UPRES EA-3660, Faculté de Pharmacie, Université de Bourgogne 7, Bd. Jeanne D'Arc, BP 87900, 21079 Dijon Cedex, France
²Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka, Japan
³Centre de Recherche Phytochimique, Université de Liège, Institut de Chimie-B6, Sart Tilman, B-4000-Liège, Belgique

Abstract

In a continuation of our study on saponin constituents of medicinal plants of the Polygalaceae family [1–3], we have examined the saponin fraction of the roots of Nylandtia spinosa (L.) Dum.. Two new triterpene saponins were isolated by successive MPLC over silica gel. Their structures were established mainly by 600MHz 2D NMR techniques (COSY, TOCSY, NOESY, HSQC, HMBC) and mass spectrometry as 3-O-ß-D-glucopyranosyl-presenegenin-28-O-ß-D-galactopyranosyl-(1→4)-[α-L-arabinopyranosyl-(1→3)]-ß-D-xylopyranosyl-(1→4)-[ß-D-apiofuranosyl-(1→3)]-α-L-rhamnopyranosyl-(1→2)-ß-D-fucopyranosyl ester and 3-O-ß-D-glucopyranosyl-presenegenin-28-O-ß-D-galactopyranosyl-(1→4)-[α-L-arabinopyranosyl-(1→3)]-ß-D-xylopyranosyl-(1→4)-[α-L-rhamnopyranosyl-(1→2)-ß-D-fucopyranosyl ester.

References: 1. Mitaine-Offer, A.-C. et al. (2005), Helv. Chim. Acta 88: 2986–2995. 2. Mitaine-Offer, A.-C. et al. (2003), Helv. Chim. Acta 86: 2404–2413. 3. Mitaine-Offer, A.-C. et al. (2002), J. Nat. Prod. 65: 553–557.