A 1H and 13C NMR study on the inclusion complex of paroxetine with beta-cyclodextrin was carried out in order to define the stoichiometry of the association and its strength. Proton and carbon chemical shift measurements of paroxetine and beta-cyclodextrin were performed at several molar ratios and temperatures, allowing the determination of a 1:1 stoichiometry and an association constant value of the order of 2 x 10(3) for the paroxetine-beta-cyclodextrin complex. Overhauser effects in the rotating frame were also measured, and the experimental interproton distance constraints have been used for molecular model building of the complex. The obtained model indicates that the benzodioxolyl moiety of paroxetine is deeply inserted in the cavity of the cylindrical structure of beta-cyclodextrin, while the fluoro-phenyl ring lays above the wider rim.

Bernini, A., Spiga, O., A., C., M., S., G., B., P., M., et al. (2004). NMR studies of the inclusion complex between β-cyclodextrin and paroxetine. EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 22(5), 445-450 [10.1016/j.ejps.2004.04.007].

NMR studies of the inclusion complex between β-cyclodextrin and paroxetine

BERNINI, ANDREA;SPIGA, OTTAVIA;NICCOLAI, NERI
2004-01-01

Abstract

A 1H and 13C NMR study on the inclusion complex of paroxetine with beta-cyclodextrin was carried out in order to define the stoichiometry of the association and its strength. Proton and carbon chemical shift measurements of paroxetine and beta-cyclodextrin were performed at several molar ratios and temperatures, allowing the determination of a 1:1 stoichiometry and an association constant value of the order of 2 x 10(3) for the paroxetine-beta-cyclodextrin complex. Overhauser effects in the rotating frame were also measured, and the experimental interproton distance constraints have been used for molecular model building of the complex. The obtained model indicates that the benzodioxolyl moiety of paroxetine is deeply inserted in the cavity of the cylindrical structure of beta-cyclodextrin, while the fluoro-phenyl ring lays above the wider rim.
2004
Bernini, A., Spiga, O., A., C., M., S., G., B., P., M., et al. (2004). NMR studies of the inclusion complex between β-cyclodextrin and paroxetine. EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 22(5), 445-450 [10.1016/j.ejps.2004.04.007].
File in questo prodotto:
File Dimensione Formato  
ejps_2004.pdf

non disponibili

Tipologia: PDF editoriale
Licenza: NON PUBBLICO - Accesso privato/ristretto
Dimensione 162.35 kB
Formato Adobe PDF
162.35 kB Adobe PDF   Visualizza/Apri   Richiedi una copia

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11365/34787
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo