Host-guest interactions between benznidazole and beta-cyclodextrin in multicomponent complex systems involving hydrophilic polymers and triethanolamine in aqueous solution

POLYANNE NUNES DE MELO; EUZÉBIO GUIMARAES BARBOSA; LÍLIA BASÍLICO DE CALAND; HUGO CARPEGIANNI; CLAUDIA GARNERO; MARCELA LONGHI; MATHEUS DE FREITAS FERNANDES-PEDROSA; ARNOBIO ANTONIO DA SILVA-JÚNIOR

ELSEVIER SCIENCE BV

Lugar: Amsterdam; Año: 2013 vol. 186 p. 147 - 147

ssociation of hydrophilic compounds with cyclodextrins to increase drug solubility has been extensively studied in aqueous solution. However, the mechanism of interaction among these components remains unclear. In this study, the mechanism of interaction of seven different hydrophilic polymers (HPs) and triethanolamine (TEA) in aqueous solution with beta-cyclodextrin (BCD) for modify aqueous solubility of benznidazole (BNZ) was well investigated using solubility diagrams, thermodynamic experiments, molecular modeling and NMR studies. Solubility diagrams in different pH values confirmed linear soluble BNZ-BCD inclusion complexes, with 1:1 stoichiometry (AL type). A synergistic effect in the association of TEA with BCD did not occur, due to competition between TEA and BNZ BCD cavity, which led to obtain inclusion complexes with limited solubility (B type). The increment of BNZ solubility occurred only at higher TEA concentrations by cosolvency mechanism, which was evidenced by solubilit