Antitumoral and antileishmanial dioncoquinones and ancistroquinones from cell cultures of Triphyophyllum peltatum (Dioncophyllaceae) and Ancistrocladus abbreviatus (Ancistrocladaceae) |
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Authors: | Bringmann Gerhard Rüdenauer Stefan Irmer Andreas Bruhn Torsten Brun Reto Heimberger Tanja Stühmer Thorsten Bargou Ralf Chatterjee Manik |
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Institution: | a Institute of Organic Chemistry, University of Würzburg, Am Hubland, D-97074 Würzburg, Germany b Swiss Tropical Institute, Socinstrasse 57, CH-4002 Basel, Switzerland c Department of Internal Medicine II, Division of Hematology, University Hospital of Würzburg, Josef-Schneider-Straße 2, D-97080 Würzburg, Germany |
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Abstract: | From the methanolic extracts of solid callus cultures from two species of the closely related palaeotropical plant families Dioncophyllaceae and Ancistrocladaceae seven new natural naphthoquinones were isolated, dioncoquinones A (4) and B (5) from Triphyophyllum peltatum, and ancistroquinones B (6), C (7), D (9), E (10), and F (12) from Ancistrocladus abbreviatus. Their structures were elucidated by spectroscopic, chemical, and computational methods. Furthermore, the already known naphthoquinones plumbagin (2), droserone (3), malvone A (8), and nepenthone A (11) were found in the extract of A. abbreviatus. Dioncoquinones A (4) and B (5) showed good - and specific - activity against Leishmania major, while they were not active against other protozoic parasites. Moreover, treatment with 4 and 5 strongly induced apoptosis in human tumor cells derived from two different B cell malignancies, B cell lymphoma and multiple myeloma, without any significant toxicity towards normal peripheral mononuclear blood cells. |
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Keywords: | Triphyophyllum peltatum Ancistrocladus abbreviatus Cell cultures Structural elucidation Naphthoquinones Antileishmanial Antitumoral Dioncoquinone A Dioncoquinone B Ancistroquinone B Ancistroquinone C Ancistroquinone D Ancistroquinone E Ancistroquinone F |
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