Document Type
Journal Article
Department/Unit
School of Chinese Medicine
Title
Acylated protopanaxadiol-type ginsenosides from the root of panax ginseng
Language
English
Abstract
Six new protopanaxadiol-type ginsenosides, named ginsenosides Ra 4-Ra 9 (1-6, resp.), along with 14 known dammarane-type triterpene saponins, were isolated from the root of Panax ginseng, one of the most important Chinese medicinal herbs. The structures of the new compounds were determined by spectroscopic methods, including 1D- and 2D-NMR, HR-MS, and chemical transformation as (20S)- 3-O-{β-D-6-O-[(E)-but-2-enoyl] glucopyranosyl-(1→2)-β-D-glucopyranosyl}-20-O-[β-D-xylopyranosyl- (1→4)-α-L-arabinopyranosyl-(1→6)-β-D-glucopyranosyl] protopanaxadiol (1), (20S)-3-O-[β-D-6-O-acetylglucopyranosyl-(1→2)- β-D-glucopyranosyl]-20-O-[β-D-xylopyranosyl-(1→4) -α-L-arabinopyranosyl-(1→6)-β-D-glucopyranosyl]protopanaxadiol (2), (20S)-3-O-{β-D-6-O-[(E)-but-2-enoyl]glucopyranosyl-(1→2)-β- D-glucopyranosyl}-20-O-[β-D-glucopyranosyl-(1→6)-β-D- glucopyranosyl]protopanaxadiol (3), (20S)-3-O-{β-D-6-O-[(E)-but-2-enoyl] glucopyranosyl-(1→2)-β-D-glucopyranosyl}-20-O-[α-L- arabinopyranosyl-(1→6)-β-D-glucopyranosyl]protopanaxadiol (4), (20S)-3-O-{β-D-4-O-[(E)-but-2-enoyl]glucopyranosyl-(1→2) -β-D-glucopyranosyl}-20-O-[α-L-arabinofuranosyl-(1→6) -β-D-glucopyranosyl]protopanaxadiol (5), (20S)-3-O-{β-D-6-O-[(E)-but- 2-enoyl]glucopyranosyl-(1→2)-β-D-glucopyranosyl}-20-O-[α-L- arabinofuranosyl-(1→6)-β-D-glucopyranosyl]protopanaxadiol (6). The sugar moiety at C(3) of the aglycone of each new ginsenoside is butenoylated or acetylated. Copyright © 2011 Verlag Helvetica Chimica Acta AG, Zürich.
Keywords
Ginsenosides Ra 4 - Ra 9, Panax ginseng, Protopanaxadiols
Publication Date
2011
Source Publication Title
Chemistry and Biodiversity
Volume
8
Issue
10
Start Page
1853
End Page
1863
Publisher
Wiley
DOI
10.1002/cbdv.201000196
Link to Publisher's Edition
http://dx.doi.org/10.1002/cbdv.201000196
ISSN (print)
16121872
ISSN (electronic)
16121880
Recommended Citation
Zhu, Guo-Yuan, Ying-Wei Li, Desmond Kwok-Po Hau, Zhi-Hong Jiang, Zhi-Ling Yu, and Wang-Fun Fong. "Acylated protopanaxadiol-type ginsenosides from the root of panax ginseng." Chemistry and Biodiversity 8.10 (2011): 1853-1863.