Abstract
Fluconazole, the adequate antifungal agent in Candida infections was studied to quantify its acid–base and cyclodextrin-complex formation equilibria. 1H NMR-pH titrations revealed protonation steps in the highly basic region (log K1 = 11.96) and in the acidic region (log K2 = 1.48). The stability and structure of its complexes with β-cyclodextrin (2-hydroxy)propyl-β-cyclodextrin and sulfobutyl ether-β-cyclodextrin were investigated by 1D and 2D solution NMR spectroscopic techniques. The cyclodextrin complexes of fluconazole are of moderate stability (1 < log K < 2). Peculiarly enough, two isomeric complexes of comparable stability are formed between the neutral fluconazole and β-cyclodextrin.
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