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Biological Chemistry

Editor-in-Chief: Brüne, Bernhard

Editorial Board Member: Buchner, Johannes / Lei, Ming / Ludwig, Stephan / Sies, Helmut / Turk, Boris / Wittinghofer, Alfred


SCImago Journal Rank (SJR) 2015: 1.607
Source Normalized Impact per Paper (SNIP) 2015: 0.751
Impact per Publication (IPP) 2015: 2.609

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1437-4315
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Cytotoxic and peptidase inhibitory activities of selected non-hepatotoxic cyclic peptides from cyanobacteria

Anja Bubik1 / Bojan Sedmak2 / Marko Novinec3 / Brigita Lenarčič4 / Tamara T. Lah5

1Department of Genetic Toxicology and Cancer Biology, National Institute of Biology, Večna pot 111, POB 141, SI-1001 Ljubljana, Slovenia

2Department of Genetic Toxicology and Cancer Biology, National Institute of Biology, Večna pot 111, POB 141, SI-1001 Ljubljana, Slovenia

3Department of Biochemistry, Molecular and Structural Biology, Jožef Stefan Institute, Jamova 39, SI-1000 Ljubljana, Slovenia

4Department of Biochemistry, Molecular and Structural Biology, Jožef Stefan Institute, Jamova 39, SI-1000 Ljubljana, Slovenia and Department of Chemistry and Biochemistry, Faculty of Chemistry and Chemical Technology, University of Ljubljana, Jamova 39, SI-1000 Ljubljana, Slovenia

5Department of Genetic Toxicology and Cancer Biology, National Institute of Biology, Večna pot 111, POB 141, SI-1001 Ljubljana, Slovenia and Department of Chemistry and Biochemistry, Faculty of Chemistry and Chemical Technology, University of Ljubljana, Jamova 39, SI-1000 Ljubljana, Slovenia

Corresponding author

Citation Information: Biological Chemistry. Volume 389, Issue 10, Pages 1339–1346, ISSN (Online) 1437-4315, ISSN (Print) 1431-6730, DOI: 10.1515/BC.2008.153, August 2008

Publication History

Received:
2008-05-13
Accepted:
2008-07-04
Published Online:
2008-08-19

Abstract

Toxic cyanobacterial blooms are a rich source of metabolites having a variety of biological activities. Two main groups of cyclic peptides, depsipeptides and ureido linkage-containing peptides, reportedly inhibit serine peptidases. We characterised their inhibitory properties against selected peptidases and investigated their influence on cell viability. The depsipeptide planktopeptin BL1125 is a strong linear competitive tight-binding inhibitor of leukocyte (K i=2.9 nm) and pancreatic (K i=7.2 nm) elastase and also of chymotrypsin (K i=6.1 nm). Anabaenopeptins B and F show no inhibition against chymotrypsin, but inhibit both elastases. The tested cyclic peptides do not inhibit trypsin, urokinase, kallikrein 1 or cysteine peptidases. All three tested cyanopeptides show no short-term cytotoxicity in concentrations of up to 10 μm, but impair the metabolic activity of normal human astrocytes after prolonged exposure (48–96 h), whereas glioblastoma cells, tumour cells of the same type, are resistant. Strong inhibition and relative selectivity of the tested cyanopeptides suggests that they are potential candidates for application in inflammatory diseases and possibly some types of cancers.

Keywords: anabaenopeptin; cyanopeptides; cytotoxicity; planktopeptin; Planktothrix rubescens; protease inhibition

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