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.
Original language | English |
---|---|
Pages (from-to) | 1853-1863 |
Number of pages | 11 |
Journal | Chemistry and Biodiversity |
Volume | 8 |
Issue number | 10 |
DOIs | |
Publication status | Published - Oct 2011 |
Scopus Subject Areas
- Bioengineering
- Biochemistry
- General Chemistry
- Molecular Medicine
- Molecular Biology
User-Defined Keywords
- Ginsenosides Ra - Ra
- Panax ginseng
- Protopanaxadiols