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https://locus.ufv.br//handle/123456789/14554
Tipo: | Artigo |
Título: | Proparacaine complexation with β-cyclodextrin and p-sulfonic acid calix[6]arene, as evaluated by varied 1 H-NMR approaches |
Autor(es): | Arantes, Lucas Micquéias Scarelli, Camilla Marsaioli, Anita Jocelyne Paula, Eneida de Fernandes, Sergio Antonio |
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 β-CD and p-sulfonic acid calix[6]arene was studied and binding constants were determined by 1H NMR spectroscopy [diffusion-ordered spectroscopy (DOSY)] for the charged and uncharged forms of the local anesthetic in β-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 β-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 β-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. |
Palavras-chave: | Proparacaine Cyclodextrin Calixarenes NMR |
Editor: | Magnetic Resonance in Chemistry |
Tipo de Acesso: | Open Access |
URI: | http://dx.doi.org/10.1002/mrc.2460 http://www.locus.ufv.br/handle/123456789/14554 |
Data do documento: | 25-Jun-2009 |
Aparece nas coleções: | Artigos |
Arquivos associados a este item:
Arquivo | Descrição | Tamanho | Formato | |
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Arantes_et_al-2009-Magnetic_Resonance_in_Chemistry.pdf | texto completo | 145,35 kB | Adobe PDF | Visualizar/Abrir |
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