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Complete 1H and 13C assignments of the four major saponins from Dioscorea villosa (wild yam)

✍ Scribed by Patricia Y. Hayes; Lynette K. Lambert; Reg Lehmann; Kerry Penman; William Kitching; James J. De Voss


Book ID
102527673
Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
184 KB
Volume
45
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

Complete ^1^H and ^13^C spectral assignments for the four major steroidal saponins isolated by methanolic extraction of the roots of Dioscorea villosa, collected in North Carolina, United States (in summer and autumn), are presented in this paper. The structures were determined by a combination of ^1^H, ^13^C and 2D NMR techniques and were found to be ((3β,25__R__)‐26‐(β‐D‐glucopyranosyloxy)‐22‐methoxyfurost‐5‐en‐3‐yl‐O‐β‐D‐glucopyranosyl‐(1 → 3)‐O‐β‐D‐glucopyranosyl‐(1 → 4)‐O‐[α‐L‐rhamnopyranosyl‐(1 → 2)]‐β‐D‐glucopyranoside (1) (or methyl parvifloside), ((3β,25__R__)‐26‐(β‐D‐glucopyranosyloxy)‐22 methoxyfurost‐5‐en‐3‐yl‐O‐α‐L‐rhamnopyranosyl‐(1 → 2)‐O‐[β‐D‐gluco‐ pyranosyl‐(1 → 4)]‐β‐D‐glucopyranoside (2) (or methyl protodeltonin), (3β,25__R__)‐spirost‐5‐en‐3‐yl‐O‐β‐D‐glucopy ranosyl‐(1 → 3)‐O‐β‐D‐glucopyranosyl‐(1 → 4)‐O‐[α‐L‐rhamnopyranosyl‐(1 → 2)]‐β‐D‐glucopyranoside (3) (or Zingiberensis saponin I) and (3β,25__R__)‐spirost‐5‐en‐3‐yl‐O‐α‐L‐rhamnopyranosyl‐(1 → 2)‐O‐[β‐Ds‐glucopyranosyl ‐(1 → 4)]‐β‐D‐glucopyranoside (4) (or deltonin). Copyright © 2007 John Wiley & Sons, Ltd.


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