Journal
CARBOHYDRATE POLYMERS
Volume 92, Issue 2, Pages 2282-2292Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.carbpol.2012.11.095
Keywords
Cyclodextrin; Polymer; Binding constant; Enantioselectivity; Affinity capillary electrophoresis; NMR spectroscopy
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Funding
- Region Nord-Pas de Calais (France)
- Ministere de la Jeunesse, de l'Education Nationale et de la Recherche (MJENR)
- Fonds Europeens de Developpement Regional (FEDER)
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The interactions between nine drugs (baclofen, bupivacaine, chlorpheniramine, ketoconazole, paliperidone, promethazine, propranolol, risperidone and verapamil) and six cyclodextrins (alpha-CD, beta-CD, gamma-CD, HP-beta-CD, HP-gamma-CD and Me-beta-CD) or six polymers of cyclodextrins (poly alpha-CD, poly beta-CD, poly gamma-CD, polyHP-beta-CD, polyHP-gamma-CD and polyMe-beta-CD) were studied by affinity capillary electrophoresis and/or H-1 NMR at pH 2.5. An exhaustive qualitative study was performed through the determination of the retardation factor. Then, four compounds and both beta-CD and poly beta-CD were selected for the quantitative study of the interactions at pH 2.5 and 7.0. By comparing the results obtained with the beta-CD and poly beta-CD, it appears that the apparent binding constants are up to five times higher with the polymer. The 2D-NMR results seem to indicate that the structure of the polymeric network favours the inclusion of the guest in the hydrophobic cavity of the CD units. Moreover, the poly-CDs have shown very high enantioselective abilities at both pH. (C) 2012 Elsevier Ltd. All rights reserved.
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