Two new biologically active triterpene saponins from Acanthophyllum squarrosum.
Two novel triterpenoid saponins (1 and 2) have been isolated from the roots of Acanthophyllum squarrosum. The structures were established mainly by a combination of 2D NMR techniques as 3-O-beta-D-galactopyranosyl-(1-->2)-[beta-D-xylopyranosyl-(1-->3)]-be ta-D-glucuronopyranosylgypsogenin-28-O-beta-D-xylopyranosyl-(1-->3 )-b eta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->4)-[alpha-L- rhamnopyranosyl-(1-->3)]-beta-D-fucopyranoside (1) and 3-O-beta-D-glucopyranosylgypsogenin-28-O-alpha-L-rhamnopyranosyl-( 1-- >2)-alpha-L-arabinopyranosyl-(1-->2)-[beta-D-glucopyranosyl-(1-->6 )]- beta-D-glucopyranoside (2). Compound 1 showed a moderate concentration-dependent immunomodulatory effect in an in vitro lymphocyte proliferation assay.
Gaidi
G
G
Laboratoire de Pharmacognosie, Unité MIB, Faculté de Pharmacie, Université de Bourgogne, 7 Bd Jeanne d'Arc, BP 87900, 21079 Dijon Cedex, France.
Miyamoto
T
T
Rustaiyan
A
A
Laurens
V
V
Lacaille-Dubois
M A
MA
D000276:Adjuvants, Immunologic / Q000302:isolation & purification* / Q000494:pharmacology; D002240:Carbohydrate Sequence; D002455:Cell Division / Q000187:drug effects; D006868:Hydrolysis; D008214:Lymphocytes / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009828:Oleanolic Acid / Q000031:analogs & derivatives* / Q000302:isolation & purification* / Q000494:pharmacology; D010936:Plant Extracts / Q000032:analysis; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D012503:Saponins / Q000302:isolation & purification* / Q000494:pharmacology; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013055:Spectrophotometry, Infrared
C418442:3-O-beta-D-glucopyranosyl-gypsogenin-28-O-alpha-L-rhamnopyranosyl-(1- 2)-alpha-L-arabinopyranosyl-(1-2)-(beta-D-glucopyranosyl-(1-6))-beta-D-glucopyranoside; C418410:3-O-beta-galactopyranosyl-(1-2)-(beta-D-xylopyranosyl-(1-3))-beta-D-glucuronopyranosyl-gypsogenin-28-O-beta-D-xylopyranosyl-(1-3 )-beta-D-xylopyranosyl-(1-4)-alpha-L-rhamnopyranosyl-(1-4)-(alpha-L-rhamnopyranosyl-(1-3))-beta-D-fucopyranoside; D000276:Adjuvants, Immunologic; D010936:Plant Extracts; D012503:Saponins; D009828:Oleanolic Acid