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Mar. Drugs 2018, 16(11), 413; https://doi.org/10.3390/md16110413

Synthesis and Evaluation of Spumigin Analogues Library with Thrombin Inhibitory Activity

1
Faculty of Pharmacy, University of Ljubljana, Aškerčeva 7, 1000 Ljubljana, Slovenia
2
Faculty of Pharmacy, The Poznan University of Medical Sciences, ul. Fredry 10, 61-701 Poznań, Poland
*
Author to whom correspondence should be addressed.
Received: 19 September 2018 / Revised: 19 October 2018 / Accepted: 25 October 2018 / Published: 27 October 2018
(This article belongs to the Special Issue The Pharmacological Potential of Marine-Derived Peptides and Proteins)
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Abstract

Spumigins are marine natural products derived from cyanobacteria Nodularia spumigena, which mimics the structure of the d-Phe-Pro-Arg sequence and is crucial for binding to the active site of serine proteases thrombin and factor Xa. Biological evaluation of spumigins showed that spumigins with a (2S,4S)-4-methylproline central core represent potential lead compounds for the development of a new structural type of direct thrombin inhibitors. Herein, we represent synthesis and thrombin inhibitory activity of a focused library of spumigins analogues with indoline ring or l-proline as a central core. Novel compounds show additional insight into the structure and biological effects of spumigins. The most active analogue was found to be a derivative containing l-proline central core with low micromolar thrombin inhibitory activity. View Full-Text
Keywords: marine products; natural peptides; peptidomimetics; thrombin inhibition marine products; natural peptides; peptidomimetics; thrombin inhibition
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Žula, A.; Będziak, I.; Kikelj, D.; Ilaš, J. Synthesis and Evaluation of Spumigin Analogues Library with Thrombin Inhibitory Activity. Mar. Drugs 2018, 16, 413.

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