[Alkaline-degradation products of ginsenosides from leaves and stems of Panax quinquefolium].
OBJECTIVE
To study the alkaline-degradation products of ginsenosides from leaves and stems of Panax quinquefolium L.


METHODS
Isolation and purification were carried out on silica gel and HPLC; the structures of chemical constituents were elucidated by spectral analysis.


RESULTS
From 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).


CONCLUSIONS
The 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.
Ma
Shuang-Gang
SG
School of Tradition Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China.
Jiang
Yong-Tao
YT
Song
Shao-Jiang
SJ
Wang
Zhen-Hua
ZH
Bai
Jing
J
Xu
Sui-Xu
SX
Liu
Ke
K
D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification* / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects*; D003110:Colonic Neoplasms / Q000473:pathology*; D036145:Ginsenosides / Q000302:isolation & purification / Q000378:metabolism*; D006801:Humans; D008968:Molecular Conformation; D015394:Molecular Structure; D005894:Panax / Q000737:chemistry*; D018515:Plant Leaves / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry; D012502:Sapogenins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
D000972:Antineoplastic Agents, Phytogenic; D036145:Ginsenosides; D012502:Sapogenins; D014315:Triterpenes; C062916:protopanaxadiol