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|
TAMBORINI, LUCIA (Corresponding)
|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|
|Digital Object Identifier (DOI):||http://dx.doi.org/10.1016/j.ejmech.2013.07.010|
|Appare nelle tipologie:||01 - Articolo su periodico|