title: Triterpenoid Saponins from Maesa argentea Leaves.
abstract: Within an ongoing research program on saponins with potential antileishmanial activity, four previously undescribed saponins were isolated fromMaesa argentealeaves and identified by LC-MS/MS, GC-MS, and 1D and 2D NMR spectroscopy as 3β-O-{([β-D-glucopyranosyl-(1 → 2)-α-L-rhamnopyranosyl-(1 → 2)-β-D-galactopyranosyl-(1 → 3)]-[β-D-galactopyranosyl-(1 → 2)]-β-D-glucuronopyranosyl)}-21β-angeloyloxy-22α-butanoyloxy-13β,28-oxidoolean-16α,28α-diol (1), 3β-O-{([β-D-glucopyranosyl-(1 → 2)-α-L-rhamnopyranosyl-(1 → 2)-β-D-galactopyranosyl-(1 → 3)]-[β-D-galactopyranosyl-(1 → 2)]-β-D-glucuronopyranosyl)}-21β,22α-angeloyloxy-13β,28-oxidoolean-16α,28α-diol (2), 3β-O-{([β-D-glucopyranosyl-(1 → 2)-α-L-rhamnopyranosyl-(1 → 2)-β-D-galactopyranosyl-(1 → 3)]-[β-D-galactopyranosyl-(1 → 2)]-β-D-glucuronopyranosyl)}-21β-angeloyloxy-22α-(E)-cinnamoyloxy-13β,28-oxidoolean-16α,28α-diol (3), and 3β-O-{([α-L-rhamnopyranosyl-(1 → 2)-β-D-galactopyranosyl-(1 → 3)]-[β-D-galactopyranosyl-(1 → 2)]-β-D-glucuronopyranosyl)}-21β-angeloyloxy-22α-(E)-cinnamoyloxy-13β,28-oxidoolean-16α,28α-diol (4). Leaf material was obtained from a germinated seed that was clonally propagated usingin vitrotissue culturing. Compounds1-4showed structural similarity with maesasaponins and maesabalides reported before from otherMaesaspp. All four compounds showedin vitroactivity againstPlasmodium falciparumK1 andLeishmania infantumat micromolar concentrations. However, the observed inhibitory action must be considered nonspecific since they were also cytotoxic in the same concentration range.
authors.affiliation: Natural Products & Food Research and Analysis, Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium.
authors.forename: Kenn
authors.initials: K
authors.lastname: Foubert
authors.affiliation: Natural Products & Food Research and Analysis, Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium.
authors.forename: Taposh
authors.initials: T
authors.lastname: Gorella
authors.affiliation: Department of Plant Production, Faculty of Bioscience Engineering, Ghent University, Ghent, Belgium.
authors.forename: Ahmad
authors.initials: A
authors.lastname: Faizal
authors.affiliation: Laboratory for Microbiology, Parasitology and Hygiene (LMPH), Faculty of Pharmaceutical, Biomedical and Veterinary Sciences, University of Antwerp, Antwerp, Belgium.
authors.forename: Paul
authors.initials: P
authors.lastname: Cos
authors.affiliation: Laboratory for Microbiology, Parasitology and Hygiene (LMPH), Faculty of Pharmaceutical, Biomedical and Veterinary Sciences, University of Antwerp, Antwerp, Belgium.
authors.forename: Louis
authors.initials: L
authors.lastname: Maes
authors.affiliation: Natural Products & Food Research and Analysis, Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium.
authors.forename: Sandra
authors.initials: S
authors.lastname: Apers
authors.affiliation: Department of Plant Production, Faculty of Bioscience Engineering, Ghent University, Ghent, Belgium.
authors.forename: Danny
authors.initials: D
authors.lastname: Geelen
authors.affiliation: Natural Products & Food Research and Analysis, Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium.
authors.forename: Luc
authors.initials: L
authors.lastname: Pieters
mesh_terms: D000981:Antiprotozoal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D006801:Humans; D019906:Nuclear Magnetic Resonance, Biomolecular; D010936:Plant Extracts / Q000737:chemistry; D018515:Plant Leaves / Q000737:chemistry; D029623:Primulaceae / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*
chemical_list: D000981:Antiprotozoal Agents; D010936:Plant Extracts; D012503:Saponins; D014315:Triterpenes