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. - 5:7(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
7
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. - 5:7(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; Bras...espandi
File in questo prodotto:
File Dimensione Formato  
MCC2014.pdf

Accesso riservato

Tipologia: Versione dell'autore revisionata e accettata per la pubblicazione
Dimensione 633.36 kB
Formato Adobe PDF
633.36 kB Adobe PDF   Visualizza/Apri   Richiedi una copia
Pubblicazioni consigliate

Licenza Creative Commons
I metadati presenti in IRIS UNIMORE sono rilasciati con licenza Creative Commons CC0 1.0 Universal, mentre i file delle pubblicazioni sono rilasciati con licenza Attribuzione 4.0 Internazionale (CC BY 4.0), salvo diversa indicazione.
In caso di violazione di copyright, contattare Supporto Iris

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11380/1062700
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 10
  • ???jsp.display-item.citation.isi??? 10
social impact