A synthetic method for the preparation of suitably protected 3-carboxy-Delta(2)-pyrazolin-5-yl-alanine was developed. This scaffold is amenable to further decoration at the N1 position and was used to generate novel NMDA receptor ligands. Although weaker than the previously reported N1-Ph derivatives, the new ligands retain the ability to selectively bind to NMDA receptor with micromolar to submicromolar affinity. Considering the relevance of the N-functionalization for the biological activity, the results presented in this communication are preliminary to a full SAR study of this novel class of NMDA receptor antagonists.
3-Carboxy-pyrazolinalanine as a new scaffold for developing potent and selective NMDA receptor antagonists / L. Tamborini, A. Pinto, F. Mastronardi, M.C. Iannuzzi, G. Cullia, B. Nielsen, C. De Micheli, P. Conti. - In: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY. - ISSN 0223-5234. - 68(2013), pp. 33-37.
Titolo: | 3-Carboxy-pyrazolinalanine as a new scaffold for developing potent and selective NMDA receptor antagonists |
Autori: | |
Parole Chiave: | L-Glutamic acid ; N-Methyl-D-aspartate receptor antagonist ; Pyrazoline ; Amino acid ; Intramolecular cyclization |
Settore Scientifico Disciplinare: | Settore CHIM/08 - Chimica Farmaceutica |
Data di pubblicazione: | 2013 |
Rivista: | |
Tipologia: | Article (author) |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1016/j.ejmech.2013.07.010 |
Appare nelle tipologie: | 01 - Articolo su periodico |
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