title: Haemolytic acylated triterpenoid saponins from Harpullia austro-caledonica.
abstract: Eight new acylated triterpenoid saponins were isolated from the stem bark of Harpullia austro-caledonica along with the known harpuloside (9). Their structures were established using 1D and 2D NMR and mass spectrometry as 3-O-beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl-21 beta, 22 alpha-di-O-angeloylbarringtogenol C (1), 3-O-alpha-L-rhamnopyranosyl-(1-->3)-[beta-D-galactopyranosyl-(1-->2)]-beta-D-glucuronopyranosyl-21 beta, 22 alpha-di-O-angeloyl barringtogenol C (2), 3-O-alpha-L-arabinofuranosyl-(1-->3)-[beta-D-galactopyranosyl-(1-->2)]-beta-D-glucuronopyranosyl-21 beta, 22 alpha-di-O-angeloylbarringtogenol C (3), 3-O-alpha-L-arabinofuranosyl-(1-->2)-beta-D-glucuronopyranosyl-21 beta, 22 alpha-di-O-angeloylprotoaescigenin (4), 3-O-alpha-L-arabinofuranosyl-(1-->3)-[alpha-L-arabinofuranosyl-(1-->2)]-beta-D-glucuronopyranosyl-21 beta, 22 alpha-di-O-angeloyl protoaescigenin (5), 3-O-alpha-L-arabinofuranosyl-(1-->3)-[beta-D-xylopyranosyl-(1-->2)]-beta-D-glucuronopyranosyl-21 beta, 22 alpha-di-O-angeloylprotoaescigenin (6), 3-O-alpha-L-arabinofuranosyl-(1-->3)-[beta-D-glucopyranosyl-(1-->2)]-beta-D-glucuronopyranosyl-21 beta, 22 alpha-di-O-angeloylprotoaescigenin (7), 3-O-beta-D-xylopyranosyl-(1-->2)-beta-D-glucuronopyranosyl-21 beta, 22 alpha-di-O-angeloylprotoaescigenin (8). The EtOH extract of the stem bark showed in vitro cytotoxic activity against KB cells (90% at 10 microg/ml). At a concentration of 5 microg/ml, the saponin mixture showed haemolytic activity and caused 100% haemolysis of a 10% suspension of sheep erythrocytes.
authors.affiliation: Laboratoire de Pharmacognosie, IFR 53 Biomolécules, FRE CNRS 2715, Bât. 18, BP 1039, 51097 Reims Cedex, France. laurence.voutquenne@univ-reims.fr
authors.forename: Laurence
authors.initials: L
authors.lastname: Voutquenne
authors.forename: Pauline
authors.initials: P
authors.lastname: Guinot
authors.forename: Clément
authors.initials: C
authors.lastname: Froissard
authors.forename: Odile
authors.initials: O
authors.lastname: Thoison
authors.forename: Marc
authors.initials: M
authors.lastname: Litaudon
authors.forename: Catherine
authors.initials: C
authors.lastname: Lavaud
mesh_terms: D000818:Animals; D006461:Hemolysis; D066298:In Vitro Techniques; D015394:Molecular Structure; D018547:Plant Stems / Q000737:chemistry; D029631:Sapindaceae / Q000737:chemistry*; D012503:Saponins / Q000302:isolation & purification* / Q000633:toxicity*; D012756:Sheep
chemical_list: D012503:Saponins