A series of triazospirodecanone derivatives were synthesized as potential NOP ligands. 8-(Chroman-4-yl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one (4) and its 5-fluoro analogue (18) proved to be active as agonists with EC50 values in the submicromolar range. Single enantiomers of compound 4 were separated and tested as NOP agonists; the eutomer R-(+)-4 showed a pEC50 of 7.34. Finally docking studies were performed on the NOP receptor to identify the most significant stereospecific interactions.

Synthesis, enantiomeric separation and docking studies of spiropiperidine analogues as ligands of the nociceptin/orphanin FQ receptor / Battisti, Umberto M.; Corrado, Sandra; Sorbi, Claudia; Cornia, Andrea; Tait, Annalisa; Malfacini, Davide; Cerlesi, Maria Camilla; Calò, Girolamo; Brasili, Livio. - In: MEDCHEMCOMM. - ISSN 2040-2503. - STAMPA. - 5:(2014), pp. 973-983. [10.1039/c4md00082j]

Synthesis, enantiomeric separation and docking studies of spiropiperidine analogues as ligands of the nociceptin/orphanin FQ receptor

SORBI, Claudia;CORNIA, Andrea;TAIT, Annalisa;BRASILI, Livio
2014

Abstract

A series of triazospirodecanone derivatives were synthesized as potential NOP ligands. 8-(Chroman-4-yl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one (4) and its 5-fluoro analogue (18) proved to be active as agonists with EC50 values in the submicromolar range. Single enantiomers of compound 4 were separated and tested as NOP agonists; the eutomer R-(+)-4 showed a pEC50 of 7.34. Finally docking studies were performed on the NOP receptor to identify the most significant stereospecific interactions.
2014
5
973
983
Synthesis, enantiomeric separation and docking studies of spiropiperidine analogues as ligands of the nociceptin/orphanin FQ receptor / Battisti, Umberto M.; Corrado, Sandra; Sorbi, Claudia; Cornia, Andrea; Tait, Annalisa; Malfacini, Davide; Cerlesi, Maria Camilla; Calò, Girolamo; Brasili, Livio. - In: MEDCHEMCOMM. - ISSN 2040-2503. - STAMPA. - 5:(2014), pp. 973-983. [10.1039/c4md00082j]
Battisti, Umberto M.; Corrado, Sandra; Sorbi, Claudia; Cornia, Andrea; Tait, Annalisa; Malfacini, Davide; Cerlesi, Maria Camilla; Calò, Girolamo; Brasili, Livio
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11380/1062700
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