Alkaline-degradation products of ginsenosides from leaves and stems of Panax quinquefolium.
- Author:
Shuang-Gang MA
1
;
Yong-Tao JIANG
;
Shao-Jiang SONG
;
Zhen-Hua WANG
;
Jing BAI
;
Sui-Xu XU
;
Ke LIU
Author Information
- Publication Type:Journal Article
- MeSH: Antineoplastic Agents, Phytogenic; isolation & purification; pharmacology; Cell Line, Tumor; Cell Proliferation; drug effects; Colonic Neoplasms; pathology; Ginsenosides; isolation & purification; metabolism; Humans; Molecular Conformation; Molecular Structure; Panax; chemistry; Plant Leaves; chemistry; Plant Stems; chemistry; Plants, Medicinal; chemistry; Sapogenins; chemistry; isolation & purification; pharmacology; Triterpenes; chemistry; isolation & purification; pharmacology
- From: Acta Pharmaceutica Sinica 2005;40(10):924-930
- CountryChina
- Language:Chinese
-
Abstract:
AIMTo study the alkaline-degradation products of ginsenosides from leaves and stems of Panax quinquefolium L.
METHODSIsolation and purification were carried out on silica gel and HPLC; the structures of chemical constituents were elucidated by spectral analysis.
RESULTSFrom the alkaline-degradation products, nine compounds were identified as: 20 (S) -protopanaxadiol (I), 20 (S) -dammar-25 (26)-ene-3beta, 12beta, 20-triol (II), 24 (R) -ocotillol (III), 20 (S) -protopanaxatriol (IV), 20 (S) -dammar-25 (26)-ene-3beta, 6alpha, 12beta, 20-tetrol (V), dammar-20 (21), 24-diene-3beta, 12beta-diol (VI), dammar-20(21), 24-diene-3beta, 6alpha, 12beta-triol (VII), 20 (S), 24 (S) -dammar-25 (26) -ene-3beta, 6alpha, 12beta, 20, 24-pentanol (VIII), 20 (S) -dammar-23-ene-25-hydroperoxyl-3beta, 6alpha, 12beta, 20-tetrol (IX).
CONCLUSIONThe configuration of C20 position of ginsenosides was not changed by alkaline-degradation. The complete assignments of 1H and 13C NMR chemical shifts of four new compounds V, VII, VIII, IX, were acquired by means of 2D NMR spectra. Compound I showed antitumor effect on human colon carcinoma cells in vitro.
