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Type: Artigo de periódico
Title: Proparacaine complexation with beta-cyclodextrin and p-sulfonic acid calix[6]arene, as evaluated by varied H-1-NMR approaches
Author: Arantes, LM
Scarelli, C
Marsaioli, AJ
de Paula, E
Fernandes, SA
Abstract: This study focused on the use of NMR techniques as a tool for the investigation of complex formation between proparacaine and cyclodextrins (CDs) or p-sulfonic acid calix[6]arene. The pH dependence of the complexation of proparacaine with beta-CD and p-sulfonic acid calix[6]arene was studied and binding constants were determined by H-1 NMR spectroscopy [diffusion-ordered spectroscopy (DOSY)] for the charged and uncharged forms of the local anesthetic in beta-CD and p-sulfonic acid calix[6]arene. The stoichiometries of the complexes was determined and rotating frame Overhauser enhancement spectroscopy (ROESY) 1D experiments revealed details of the molecular insertion of proparacaine into the beta-CD and p-sulfonic acid calix[6]arene cavities. The results unambiguously demonstrate that pH is an important factor for the development of supramolecular architectures based on beta-CD and p-sulfonic acid calix[6]arene as the host molecules. Such host-guest complexes were investigated in view of their potential use as new therapeutic formulations, designed to increase the bioavailability and/or to decrease the systemic toxicity of proparacaine in anesthesia procedures. Copyright (C) 2009 John Wiley & Sons, Ltd.
Subject: proparacaine
Country: EUA
Editor: Wiley-blackwell
Rights: fechado
Identifier DOI: 10.1002/mrc.2460
Date Issue: 2009
Appears in Collections:Unicamp - Artigos e Outros Documentos

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