Binding behaviour and solubilisation of p-sulfonatocalixarenes to cinchona alkaloids |
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Authors: | Li-Hua Wang Peng Du Jing Yang Dong-Sheng Guo |
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Affiliation: | State Key Laboratory of Elemento-Organic Chemistry, Department of Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin 300071, P.R. China |
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Abstract: | In this study, we investigated the binding behaviours of three water-soluble p-sulfonatocalixarenes with four cinchona alkaloids in aqueous and phosphate buffer solutions (pH 7.2 and 2.0). The complexation stability constants obtained by fluorescence titrations were comparatively discussed from several aspects: host cavity, pH effect and ionic strength. Among three hosts, p-sulfonatocalix[4]arene (SC4A) forms the most stable complexes with cinchona alkaloids, especially in acidic aqueous conditions. Furthermore, SC4A was elected as model drug carrier for cinchona alkaloids, where solubilisation by the complexation of SC4A and mimic release from the calixarene cavity in the presence of negatively charged micelles were initially studied. |
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Keywords: | calixarene cinchona alkaloids host–guest complexation solubilisation |
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