Planta Med 2013; 79(15): 1461-1469
DOI: 10.1055/s-0033-1350806
Natural Product Chemistry
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Triterpene Glycosides from the Leaves of Pittosporum angustifolium

Authors

  • Christian Bäcker

    1   Institute of Pharmacy, Department of Pharmaceutical Biology, Ernst Moritz Arndt University Greifswald, Greifswald, Germany
  • Kristina Jenett-Siems

    2   Institute of Pharmacy, Department of Pharmaceutical Biology, Free University of Berlin, Berlin, Germany
  • Karsten Siems

    3   AnalytiCon Discovery GmbH, Potsdam, Germany
  • Martina Wurster

    1   Institute of Pharmacy, Department of Pharmaceutical Biology, Ernst Moritz Arndt University Greifswald, Greifswald, Germany
  • Anja Bodtke

    4   Institute of Pharmacy, Department of Pharmaceutical/Medicinal Chemistry, Ernst Moritz Arndt University Greifswald, Greifswald, Germany
  • Chamseddin Chamseddin

    4   Institute of Pharmacy, Department of Pharmaceutical/Medicinal Chemistry, Ernst Moritz Arndt University Greifswald, Greifswald, Germany
  • Max Crüsemann

    1   Institute of Pharmacy, Department of Pharmaceutical Biology, Ernst Moritz Arndt University Greifswald, Greifswald, Germany
    5   Present address: Kekulé Institute of Organic Chemistry and Biochemistry, Rheinische Friedrich Wilhelms University Bonn, Bonn, Germany
  • Ulrike Lindequist

    1   Institute of Pharmacy, Department of Pharmaceutical Biology, Ernst Moritz Arndt University Greifswald, Greifswald, Germany
Weitere Informationen

Publikationsverlauf

received 05. März 2013
revised 04. Juli 2013

accepted 07. August 2013

Publikationsdatum:
17. September 2013 (online)

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Abstract

Phytochemical investigation of the leaves of Pittosporum angustifolium resulted in the isolation and structural elucidation of nine new triterpene saponins, named pittangretosides A-I (19), together with a known compound (10). Mainly by NMR and HRESIMS experiments, eight compounds were identified as A1-barrigenol glycosides (17, 10), whereas two compounds exhibited an unusual 17,22-seco-backbone of oleanolic acid (8, 9). All compounds were evaluated for their in vitro cytotoxicities against human urinary bladder carcinoma cells (5637). Only compounds with an angeloyl-residue at C-22 of the aglycone (14 and 10) showed antiproliferative effects with IC50 values of 4.1, 5.2, 2.1, 17.9, and 2.4 µM, respectively.

Supporting Information