Triterpenoid saponins from the roots of Clematis chinensis Osbeck.
A new triterpenoid saponin named clematichinenoside AR(2), along with the six known compounds, was isolated and characterized from Clematis chinensis Osbeck (Ranunculaceae), a commonly used traditional Chinese medicine with anti-inflammatory and anti-rheumatoid activities. The structure of the new saponin was elucidated as 3-O-beta-[(O-alpha-L-rhamnopyranosyl-(1 --> 6)-O-beta-D-glucopyranosyl-(1 --> 4)-O-beta-D-glucopyranosyl-(1 --> 4)-O-beta-D-ribopyranosyl-(1 --> 3)-O-alpha-L-rhamnopyranosyl-(1 --> 2)-alpha-L-arabinopyranosyl)oxy]olean-12-en-21alpha-hydroxy-28-oic acid-O-alpha-L-rhamnopyranosyl-(1 --> 4)-O-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranosyl ester (1) by spectral analysis and chemical methods. The effects of two major saponins (clematichinenosides AR and AR(2)) on the secretion of TNF-alpha in murine peritoneal macrophages induced by lipopolysaccharides were further investigated. The result indicated that a majority of triterpenoid saponins of this herb may be useful in the exploration of lead compounds for the treatment of some autoimmune diseases.
Liu
Li-Fang
LF
The Key Laboratory of Modern Chinese Medicines (Ministry of Education) and Department of Pharmacognosy, China Pharmaceutical University, Nanjing, China. liulifang69@hotmail.com
Ma
Xiao-Li
XL
Wang
Yu-Xin
YX
Li
Feng-Wen
FW
Li
Yun-Man
YM
Wan
Zhu-Qing
ZQ
Tang
Qiu-Ling
QL
D000818:Animals; D039324:Clematis / Q000737:chemistry*; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D017737:Macrophages, Peritoneal / Q000187:drug effects; D008297:Male; D051379:Mice; D015394:Molecular Structure; D009828:Oleanolic Acid / Q000031:analogs & derivatives; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014409:Tumor Necrosis Factor-alpha / Q000187:drug effects*
D004365:Drugs, Chinese Herbal; D012503:Saponins; D014315:Triterpenes; D014409:Tumor Necrosis Factor-alpha; C541187:clematichinenoside AR2; D009828:Oleanolic Acid