Biologically active triterpene saponins from callus tissue of Polygala amarella.
A new bioactive saponin (1), together with a known saponin (polygalasaponin XXVIII) has been isolated from the callus tissue culture of Polygala amarella. Based on spectroscopic data, especially direct and long-range heteronuclear 2D NMR analysis and on chemical transformations, the structure of 1 was elucidated as 3-O-beta-D-glucopyranosyl presenegenin-28-O-beta-D-galactopyranosyl-(1 --> 3)-beta-D-xylopyranosyl-(1 --> 4)-alpha-L-rhamnopyranosyl-(1 --> 2)-[beta-D-glucopyranosyl-(1 --> 3)]-beta-D-fucopyranoside. Both saponins showed significant immunological properties based on the enhancement of granulocyte phagocytosis in vitro.
Desbène
S
S
Laboratoire de Pharmacognosie, Faculté de Pharmacie, Université de Bourgogne, 7 Bd Jeanne d'Arc, 21033 Dijon Cedex, France.
Hanquet
B
B
Shoyama
Y
Y
Wagner
H
H
Lacaille-Dubois
M A
MA
D000276:Adjuvants, Immunologic / Q000302:isolation & purification* / Q000494:pharmacology; D002240:Carbohydrate Sequence; D002849:Chromatography, Gas; D005060:Europe; D006098:Granulocytes / Q000187:drug effects / Q000276:immunology; D006801:Humans; D006868:Hydrolysis; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009828:Oleanolic Acid / Q000031:analogs & derivatives*; D010587:Phagocytosis / Q000187:drug effects; D010946:Plants, Medicinal / Q000737:chemistry*; D012503:Saponins / Q000302:isolation & purification* / Q000494:pharmacology; D012639:Seeds / Q000737:chemistry; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
D000276:Adjuvants, Immunologic; D012503:Saponins; C120738:polygalasaponin XXVIII; D009828:Oleanolic Acid