Five new triterpenoid saponins, including 3-O-β-d-galactopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)]-β-d-glucuronopyranosyl quillaic acid 28-O-β-d-glucopyranosyl-(1→3)-β-d-xylopyranosyl-(1→4)-α-l-rhamnopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)-(4-O-acetyl)-β-d-quinovopyranosyl-(1→4)]-β-d-fucopyranoside (1), 3-O-β-d-galactopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)]-β-d-glucuronopyranosyl quillaic acid 28-O-(6-O-acetyl)-β-d-glucopyranosyl-(1→3)-[β-d-xylopyranosyl-(1→4)]-α-l-rhamnopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)-(4-O-acetyl)-β-d-quinovopyranosyl-(1→4)]-β-d-fucopyranoside (2), 3-O-β-d-galactopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)]-β-d-glucuronopyranosyl quillaic acid 28-O-β-d-xylopyranosyl-(1→4)-α-l-rhamnopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)-(4-O-acetyl)-β-d-quinovopyranosyl-(1→4)]-β-d-fucopyranoside (3), 3-O-β-d-galactopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)]-β-d-glucuronopyranosyl quillaic acid 28-O-β-d-glucopyranosyl-(1→3)-β-d-xylopyranosyl-(1→4)-α-l-rhamnopyranosyl-(1→2)-[(4-O-acetyl)-β-d-quinovopyranosyl-(1→4)]-β-d-fucopyranoside (4), 3-O-β-d-galactopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)]-β-d-glucuronopyranosyl quillaic acid 28-O-(6-O-acetyl)-β-d-glucopyranosyl-(1→3)-[β-d-xylopyranosyl-(1→4)]-α-l-rhamnopyranosyl-(1→2)-[(4-O-acetyl)-β-d-quinovopyranosyl-(1→4)]-β-d-fucopyranoside (5) together with two known congeners, saponariosides A (6) and B (7) were isolated from the roots of Saponaria officinalis L. Their structures were elucidated by extensive spectroscopic methods, including 1D- (1H, 13C) and 2D-NMR (DQF-COSY, TOCSY, HSQC, and HMBC) experiments, HR-ESI-MS, and acid hydrolysis.
Highly Polar Triterpenoid Saponins from the Roots of Saponaria officinalis L
MASULLO, MILENA;PIACENTE, Sonia;
2016-01-01
Abstract
Five new triterpenoid saponins, including 3-O-β-d-galactopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)]-β-d-glucuronopyranosyl quillaic acid 28-O-β-d-glucopyranosyl-(1→3)-β-d-xylopyranosyl-(1→4)-α-l-rhamnopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)-(4-O-acetyl)-β-d-quinovopyranosyl-(1→4)]-β-d-fucopyranoside (1), 3-O-β-d-galactopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)]-β-d-glucuronopyranosyl quillaic acid 28-O-(6-O-acetyl)-β-d-glucopyranosyl-(1→3)-[β-d-xylopyranosyl-(1→4)]-α-l-rhamnopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)-(4-O-acetyl)-β-d-quinovopyranosyl-(1→4)]-β-d-fucopyranoside (2), 3-O-β-d-galactopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)]-β-d-glucuronopyranosyl quillaic acid 28-O-β-d-xylopyranosyl-(1→4)-α-l-rhamnopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)-(4-O-acetyl)-β-d-quinovopyranosyl-(1→4)]-β-d-fucopyranoside (3), 3-O-β-d-galactopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)]-β-d-glucuronopyranosyl quillaic acid 28-O-β-d-glucopyranosyl-(1→3)-β-d-xylopyranosyl-(1→4)-α-l-rhamnopyranosyl-(1→2)-[(4-O-acetyl)-β-d-quinovopyranosyl-(1→4)]-β-d-fucopyranoside (4), 3-O-β-d-galactopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)]-β-d-glucuronopyranosyl quillaic acid 28-O-(6-O-acetyl)-β-d-glucopyranosyl-(1→3)-[β-d-xylopyranosyl-(1→4)]-α-l-rhamnopyranosyl-(1→2)-[(4-O-acetyl)-β-d-quinovopyranosyl-(1→4)]-β-d-fucopyranoside (5) together with two known congeners, saponariosides A (6) and B (7) were isolated from the roots of Saponaria officinalis L. Their structures were elucidated by extensive spectroscopic methods, including 1D- (1H, 13C) and 2D-NMR (DQF-COSY, TOCSY, HSQC, and HMBC) experiments, HR-ESI-MS, and acid hydrolysis.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
