ChemInform Abstract: Synthesis, Preliminary Evaluation and Molecular Modeling Studies of New, Conformationally Constrained Analogues of the Competitive NMDA Receptor Antagonist 4-(Phosphonomethyl)-2-piperidinecarboxylic Acid (CGS 19755)

Autor:	Joseph B. Monahan, Benedetto Natalini, J. P. Snyder, Maura Marinozzi, D. C. Lankin, Roberto Pellicciari, Gabriele Costantino
Rok vydání:	2010
Předmět:	chemistry.chemical_compound Molecular model chemistry Stereochemistry Antagonist NMDA receptor Moiety General Medicine Binding site Pharmacophore Phosphonate Biological evaluation
Zdroj:	ChemInform. 29
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.199809175
Popis:	Two new spirobicyclophosphonate isomers (19 and 20), conformationally constrained analogues of the potent competitive NMDA antagonist CGS 19755 (4), have been designed and synthetized with the aim of gaining insight into the conformational preference of the crucial distal phosphonate moiety at the antagonist NMDA binding site. The preliminary biological evaluation reveals that the activity as NMDA antagonist resides only in the (1R,5S,7R)-isomer (19), characterized by a (-)-gauche disposition around the C1-C5 bond, thus confirming previously reported pharmacophore models.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::1ebbad8d4a23cb50cb3edd43ae4c1ff9 https://doi.org/10.1002/chin.199809175 Zobrazit plný text záznamu Plný text