Inhibition of DNA-Topoisomerase I by Acylated Triterpene Saponins from <i>Pittosporum angustifolium</i> Lodd

doi:10.1007/s13659-016-0087-5

Natural Products and Bioprospecting

2016, Vol. 6

Issue (2) : 141-147 DOI: 10.1007/s13659-016-0087-5

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Inhibition of DNA-Topoisomerase I by Acylated Triterpene Saponins from Pittosporum angustifolium Lodd

Christian Bäcker¹, Malgorzata N. Drwal², Robert Preissner², Ulrike Lindequist¹

1. Department of Pharmaceutical Biology, Institute of Pharmacy, Ernst Moritz Arndt University Greifswald, Friedrich-LudwigJahn-Straße 17, 17489 Greifswald, Germany;
2. Structural Bioinformatics Group, Institute for Physiology, Charité-University Medicine Berlin, Lindenberger Weg 80, 13125 Berlin, Germany

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Abstract Previous phytochemical investigation of the leaves and seeds of Pittosporum angustifolium Lodd. led to the isolation and structural elucidation of polyphenols and triterpene saponins. Evaluation for cytotoxicity of isolated saponins revealed that the predominant structural feature for a cytotoxic activity are acyl substituents at the oleanane aglycon backbone. The present work reports the results of a screening of 10 selected acylated saponins for their potential to inhibit the human DNA-topoisomerase I, giving rise to IC₅₀ values in a range of 2.8-46.5 μM. To clarify the mode of observed cytotoxic action and, moreover, to distinguish from a pure surfactant effect which is commonly accompanied with saponins, these results indicate an involvement of the topoisomerase I and its role as a possible target structure for a cytotoxic activity. In addition, computational predictions of the fitting of saponins to the topoisomerase I-DNA complex, indicate a similar binding mode to that of clinically used topoisomerase I inhibitors.

Keywords Pittosporum angustifolium Acylated triterpene saponins Cytotoxicity Topoisomerase I Docking

Fund:We sincerely thank Dr. R. Kunze for providing the plant material

Issue Date: 08 February 2018

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Christian Bäcker,Malgorzata N. Drwal,Robert Preissner, et al. Inhibition of DNA-Topoisomerase I by Acylated Triterpene Saponins from Pittosporum angustifolium Lodd[J]. Natural Products and Bioprospecting, 2016, 6(2): 141-147.

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http://npb.kib.ac.cn/EN/10.1007/s13659-016-0087-5 OR http://npb.kib.ac.cn/EN/Y2016/V6/I2/141

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