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Título: | Exploring the Phe-Gly Dipeptide-derived Piperazinone Scaffold in the search for Antagonists of the Thrombin receptor PAR1 |
Autor: | Valdivielso, Ángel M. CSIC; García-López, M. Teresa CSIC ; Gutiérrez-Rodríguez, Marta CSIC ORCID ; Herranz, Rosario CSIC ORCID | Palabras clave: | Eptidomimetics Regioselectivity Piperazinones platelet antiaggregant activity PAR1 antagonists |
Fecha de publicación: | 2014 | Editor: | Multidisciplinary Digital Publishing Institute | Citación: | Molecules 19: 4814-4846 (2014) | Resumen: | A series of Phe-Gly dipeptide-derived piperazinones containing an aromatic urea moiety and a basic amino acid has been synthesized and evaluated as inhibitors of human platelet aggregation induced by the PAR1 agonist SFLLRN and as cytotoxic agents in human cancer cells. The synthetic strategy involves coupling of a protected basic amino acid benzyl amide to 1,2- and 1,2,4-substituted-piperazinone derivatives, through a carbonylmethyl group at the N1-position, followed by formation of an aromatic urea at the exocyclic moiety linked at the C2 position of the piperazine ring and removal of protecting groups. None of the compounds showed activity in the biological evaluation. © 2014 by the authors; licensee MDPI, Basel, Switzerland. | URI: | http://hdl.handle.net/10261/97520 | DOI: | 10.3390/molecules19044814 | Identificadores: | doi: 10.3390/molecules19044814 issn: 1420-3049 e-issn: 1420-3049 |
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