In this paper, we report about the isolation of six oleanane-type saponins fromthe roots of W. frutescens. Their structures were established by a de-tailed 600 MHz NMR analysis including 1D and 2D NMR (1H,13CNMR, COSY, TOCSY, NOESY, HSQC, and HMBC) experiments and mass spectrometry as two previously undescribed triterpenoid saponins (1-2) (Fig. 1) and four known ones: 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranosyl-(1→2)-β-D-glucurono-pyranosyl-22-O-acetyl-3β,22β,24-trihydroxyolean-12-en-30-oic acid(3)(wistariasaponinG),[6]3-O-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranosyl-(1→2)-β-D-glucuronopyranosyl wistariasapogenol A(wistariasaponin A),[5]3-O-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranosyl-(1→2)-β-D-glucuronopyranosyl soyasapogenol B(wistariasaponin C),[5]and 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl-(1→2)-β-D-glucuronopyranosyl soyasapogenol B(azukisaponin V). The structural analysis of the native form of wistariasaponin G is described for the first time.
Structural analysis of oleanane-type saponins from the roots of Wisteria frutescens / Champy, Anne-Sophie; Mitaine-Offer, Anne-Claire; Miyamoto, Tomofumi; Tanaka, Chiaki; Papini, Anna-Maria; Lacaille-Dubois, Marie-Aleth. - In: MAGNETIC RESONANCE IN CHEMISTRY. - ISSN 0749-1581. - ELETTRONICO. - 55:(2017), pp. 595-600. [10.1002/mrc.4550]
Structural analysis of oleanane-type saponins from the roots of Wisteria frutescens
CHAMPY, ANNE SOPHIE;PAPINI, ANNA MARIASupervision
;
2017
Abstract
In this paper, we report about the isolation of six oleanane-type saponins fromthe roots of W. frutescens. Their structures were established by a de-tailed 600 MHz NMR analysis including 1D and 2D NMR (1H,13CNMR, COSY, TOCSY, NOESY, HSQC, and HMBC) experiments and mass spectrometry as two previously undescribed triterpenoid saponins (1-2) (Fig. 1) and four known ones: 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranosyl-(1→2)-β-D-glucurono-pyranosyl-22-O-acetyl-3β,22β,24-trihydroxyolean-12-en-30-oic acid(3)(wistariasaponinG),[6]3-O-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranosyl-(1→2)-β-D-glucuronopyranosyl wistariasapogenol A(wistariasaponin A),[5]3-O-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranosyl-(1→2)-β-D-glucuronopyranosyl soyasapogenol B(wistariasaponin C),[5]and 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl-(1→2)-β-D-glucuronopyranosyl soyasapogenol B(azukisaponin V). The structural analysis of the native form of wistariasaponin G is described for the first time.I documenti in FLORE sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.