Tuning the pK(a) of the antihistaminic drug chlorpheniramine maleate by supramolecular interactions with water-soluble polymers
Abstract
The interaction of the pharmacologically important chlorpheniramine maleate (CPM) with polyanions containing sulfonate groups such as poly(sodium 4-styrenesulfonate) (PSS), poly(sodium vinylsulfonate) (PVS), and the more hydrophobic poly(sodium 2-(N-acrylamido)-2-methyl-propanesulfonate) (PAMPS) has been studied by 1H NMR. It was found that the pKa of the low-molecular weight molecule (LMWM) may be modified by its interaction with the polyanions, changing from 3 to 5, due to electric charge compensation. Interestingly, the interaction of CPM with PSS produces changes in CPM resonances, such as a general broadening and upfield shifts of the signals, and NOE effects between the LMWM and the water-soluble polymer (WSP) that indicate the presence of π-π interactions. © 2006 Elsevier Ltd. All rights reserved.
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Título según WOS: | Tuning the pK(a) of the antihistaminic drug chlorpheniramine maleate by supramolecular interactions with water-soluble polymers |
Título según SCOPUS: | Tuning the pKa of the antihistaminic drug chlorpheniramine maleate by supramolecular interactions with water-soluble polymers |
Título de la Revista: | POLYMER |
Volumen: | 48 |
Número: | 3 |
Editorial: | ELSEVIER SCI LTD |
Fecha de publicación: | 2007 |
Página de inicio: | 799 |
Página final: | 804 |
Idioma: | English |
URL: | http://linkinghub.elsevier.com/retrieve/pii/S0032386106013449 |
DOI: |
10.1016/j.polymer.2006.12.015 |
Notas: | ISI, SCOPUS |