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Formation of Inclusion Complexes between Cyclodextrins and Carbaryl and Characterization of the Complexes
Authors:Ruedeekan Saikosin  Tipaporn Limpaseni  Piamsook Pongsawasdi
Affiliation:(1) Department of Biochemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand
Abstract:The solubility of carbaryl increased with increasing concentrations ofbeta-CD, G2-beta-CD, and M-beta-CD. The result suggests theformation of soluble inclusion complex. Solubility increase was highestin M-beta-CD-carbaryl, being 18.4 fold higher than that of carbaryl when 100 mM M-beta-CD was used. The apparent formation constant for the complex calculated from phase solubility diagram was 223.18 M-1. The preparation of the complex in solid form for characterization was successful by kneading andfreeze-drying. The DSC curves for kneading and freeze-drying mixture didnot show the endothermic peak characteristic of carbaryl, but a small new endothermic peak was observed. FTIR analysis showed a shift of the major peak of carbonyl group in carbaryl molecule from 1717 to 1744 and 1734 cm-1 in kneading and freeze-dried mixtures, respectively. M-beta-CD-carbaryl complex demonstrated higher dissolution rate, higher thermal and UV stability but lower toxicity than its parent carbaryl compound.
Keywords:carbaryl  cyclodextrin  inclusion complex
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