Activity-guided isolation of saponins from Kalopanax pictus with anti-inflammatory activity.
By bioassay-guided separation, a known saponin, kalopanaxsaponin A (1) and a new saponin, pictoside A (2) were isolated from the stem bark of Kalopanax pictus as anti-inflammatory components when evaluated by vascular permeability test. Another novel saponin, pictoside B (3) was also isolated but was inactive in the test system used. The structures of pictosides A and B were elucidated as caulophyllogenin 3-O-alpha-L-rhamnopyranosyl(1-->2)-alpha-L-arabinopyranoside (2) and pictogenin (3beta,6beta,16alpha,23-tetrahydroxyolean-12-ene-28-oic acid) 3-O-alpha-L-arabinopyranoside (3), respectively, by spectral analysis and by chemical degradation. Kalopanaxsaponin A and pictoside A showed significant anti-inflammatory activity at the oral doses of 50 mg/kg.
Li
Da Wei
DW
Natural Products Research Institute, Seoul National University, Korea.
Lee
Eun Bang
EB
Kang
Sam Sik
SS
Hyun
Jin Ee
JE
Whang
Wan Kyun
WK
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000302:isolation & purification* / Q000494:pharmacology*; D001681:Biological Assay; D002199:Capillary Permeability / Q000187:drug effects; D006868:Hydrolysis; D036882:Kalopanax / Q000737:chemistry*; D008297:Male; D051379:Mice; D008813:Mice, Inbred ICR; D008968:Molecular Conformation; D009844:Oligosaccharides / Q000032:analysis; D012503:Saponins / Q000302:isolation & purification* / Q000494:pharmacology*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013329:Structure-Activity Relationship; D013347:Subcellular Fractions / Q000737:chemistry
D000894:Anti-Inflammatory Agents, Non-Steroidal; D009844:Oligosaccharides; D012503:Saponins; C470105:pictoside A