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.
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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: | |
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): | http://dx.doi.org/10.1007/s11483-011-9211-6 |
Handle: | http://hdl.handle.net/11572/92568 |
Appare nelle tipologie: | 03.1 Articolo su rivista (Journal article) |