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Structure elucidation of new acacic acid-type saponins from Albizia coriaria

✍ Scribed by Olivier Placide Noté; Philippe Chabert; Dieudonné Emmanuel Pegnyemb; Bernard Weniger; Marie-Aleth Lacaille-Dubois; Annelise Lobstein


Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
169 KB
Volume
48
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

Three new acacic acid derivatives, named coriariosides C, D, and E (1–3) were isolated from the roots of Albizia coriaria. Their structures were elucidated on the basis of extensive 1D‐ and 2D‐NMR studies and mass spectrometry as 3‐O‐[β‐D‐xylopyranosyl‐(1 → 2)‐β‐D‐fucopyranosyl‐(1 → 6)‐2‐(acetamido)‐2‐deoxy‐β‐D‐glucopyranosyl]‐21‐O‐{(2__E__,6__S__)‐6‐O‐{4‐O‐[(2__E__,6__S__)‐2,6‐dimethyl‐ 6‐O‐(β‐D‐quinovopyranosyl)octa‐2,7‐dienoyl]‐4‐O‐[(2__E__,6__S__)‐2,6‐dimethyl‐6‐O‐(β‐D‐quinovopyranosyl)octa‐2,7‐dienoyl]‐β‐D‐quinovopyranosyl}‐2,6‐dimethylocta‐2,7‐dienoyl}acacic acid 28‐O‐β‐D‐xylopyranosyl‐(1 → 4)‐α‐L‐rhamnopyranosyl‐(1 → 2)‐β‐D‐glucopyranosyl ester (1), 3‐O‐{β‐D‐fucopyranosyl‐(1 → 6)‐[β‐D‐glucopyranosyl‐(1 → 2)]‐β‐D‐glucopyranosyl}‐21‐O‐{(2__E__,6__S__)‐6‐O‐{4‐O‐[(2__E__,6__S__)‐2,6‐dimethyl‐6‐O‐(β‐D‐quinovopyranosyl)octa‐2,7‐dienoyl]‐4‐O‐[(2__E__,6__S__)‐2,6‐dimethyl‐6‐O‐(β‐D‐quinovopyranosyl)octa‐2,7‐dienoyl]‐β‐D‐quinovopyranosyl}‐2,6‐dimethylocta‐2,7‐dienoyl}acacic acid 28‐O‐α‐L‐rhamno pyranosyl‐(1 → 2)‐β‐D‐glucopyranosyl ester (2), and 3‐O‐[β‐D‐fucopyranosyl‐(1 → 6)‐β‐D‐glucopyranosyl]‐21‐O‐{(2__E__,6__S__)‐6‐O‐{4‐O‐[(2__E__,6__S__)‐2,6‐dimethyl‐6‐O‐(β‐D‐quinovopyranosyl)octa‐2,7‐dienoyl)‐β‐D‐quinovopyranosyl]octa‐2,7‐dienoyl}acacic acid 28‐O‐β‐D‐glucopyranosyl ester (3). Copyright © 2010 John Wiley & Sons, Ltd.


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