A Phase Solubility Study on the Chiral Discrimination of Ibuprofen by β-Cyclodextrin Complexes

The effects of chiral discrimination in inclusion complexes formed by native β-cyclodextrin and its substituted form (namely methyl-β-cyclodextrin) with racemate or pure enantiomers of the non-steroidal antiinflammatory drug ibuprofen have been investigated in water. Stability constants and complexation efficiency have been determined for these host–guest systems with a 1:1 molar ratio from phase solubility profiles, showing that in aqueous solution, methylated cyclodextrin is a better complex agent than native cyclodextrin, with more enhanced effects for the (R)-enantiomer. These results have been validated using NMR technique. In particular, 1H NMR spectra in D2O show a splitting of the signals for the methyl group and the aromatic protons close to the asymmetric centre of the racemate ibuprofen included in cyclodextrin cavity.



Titolo: A Phase Solubility Study on the Chiral Discrimination of Ibuprofen by β-Cyclodextrin Complexes
Autori: V., Crupi; Guella, Graziano; D., Majolino; Mancini, Ines; B., Rossi; R., Stancanelli; V., Venuti; Verrocchio, Paolo; Viliani, Gabriele
Autori Unitn: 
Guella, Graziano
Mancini, Ines
Verrocchio, Paolo
Viliani, Gabriele
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Titolo del periodico: FOOD BIOPHYSICS
Anno di pubblicazione: 2011
Codice identificativo Scopus: 2-s2.0-79955470402
Codice identificativo ISI: WOS:000292979900011
Digital Object Identifier (DOI): 10.1007/s11483-011-9211-6
Handle: http://hdl.handle.net/11572/92568
Appare nelle tipologie:03.1 Articolo su rivista (Journal article)

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