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- Title
A Phase Solubility Study on the Chiral Discrimination of Ibuprofen by β-Cyclodextrin Complexes.
- Authors
Crupi, Vincenza; Guella, Graziano; Majolino, Domenico; Mancini, Ines; Rossi, Barbara; Stancanelli, Rosanna; Venuti, Valentina; Verrocchio, Paolo; Viliani, Gabriele
- Abstract
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 anti-inflammatory 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, H NMR spectra in DO 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.
- Subjects
IBUPROFEN; NONSTEROIDAL anti-inflammatory agents; CYCLODEXTRINS; ENANTIOMERS; PHARMACODYNAMICS
- Publication
Food Biophysics, 2011, Vol 6, Issue 2, p267
- ISSN
1557-1858
- Publication type
Article
- DOI
10.1007/s11483-011-9211-6