Squarroside A, a biologically active triterpene saponin from Acanthophyllum squarrosum.
A new bioactive saponin has been isolated from the roots of Acanthophyllum squarrosum. Based on spectroscopic data, especially direct and long-range heteronuclear 2D NMR analysis, and on chemical transformations, the structure of this new compound was elucidated as 3-O-beta-D-galactopyranosyl-(1-->2)-[beta-D-xylopyranosyl-(1-->3)]-beta- D-glucuronopyranosyl gypsogenin 28-O-beta-D-xylopyranosyl-(1-->4)-alpha-L- rhamnopyranosyl-(1-->2)-[alpha-L-arabinofuranosyl-(1-->3)]-beta-D-4-O- acetylfucopyranoside for which we proposed the name squarroside A. This molecule showed a concentration dependent immunomodulatory effect in the in vitro lymphocyte transformation test.
Lacaille-Dubois
M A
MA
Laboratoire de Pharmacognosie, Faculté de Pharmacie, Université de Bourgogne, Dijon, France.
Hanquet
B
B
Rustaiyan
A
A
Wagner
H
H
D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D006801:Humans; D008214:Lymphocytes / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009828:Oleanolic Acid / Q000031:analogs & derivatives*; D010944:Plants / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
D012503:Saponins; D014315:Triterpenes; C084146:squarroside A; D009828:Oleanolic Acid