Premium
Revised structures of avenacosides A and B and a new sulfated saponin from Avena sativa L.
Author(s) -
Pecio Łukasz,
Jędrejek Dariusz,
Masullo Milena,
Piacente Sonia,
Oleszek Wiesław,
Stochmal Anna
Publication year - 2012
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.3869
Subject(s) - avena , chemistry , saponin , stereochemistry , glycoside , two dimensional nuclear magnetic resonance spectroscopy , sulfation , botany , biochemistry , medicine , alternative medicine , pathology , biology
The revised structures of avenacosides A and B and a new sulfated steroidal saponin isolated from grains of Avena sativa L. were elucidated. Their structures and complete NMR assignments are based on 1D and 2D NMR studies and identified as nuatigenin 3‐ O ‐{ α ‐ l ‐rhamnopyranosyl‐(1→2)‐[ β ‐D‐glucopyranosyl‐(1→4)]‐ β ‐ d ‐glucopyranoside}‐26‐ O‐β ‐ d ‐glucopyranoside (1), nuatigenin 3‐ O ‐{ α ‐ l ‐rhamnopyranosyl‐(1→2)‐[ β ‐ d ‐glucopyranosyl‐(1→3)‐ β ‐ d ‐glucopyranosyl‐(1→4)]‐ β ‐ d ‐glucopyranoside}‐26‐ O‐β ‐ d ‐glucopyranoside (2), and nuatigenin 3‐ O ‐{ α ‐ l ‐rhamnopyranosyl‐(1→2)‐[ β ‐ d ‐6‐ O ‐sulfoglucopyranosyl‐(1→4)]‐ β ‐ d ‐glucopyranoside}‐26‐ O‐β ‐ d ‐glucopyranoside (3). Copyright © 2012 John Wiley & Sons, Ltd.