Abstract
AbstractComplexation between danazol, a steroid used for endometriosis, and both hydroxypropyl- β-cyclodextrin (HPCD) and sulfobutyl ether-β-cyclodextrin (SBE) was studied in solution and solid state. Complexation was evaluated in solution using solubility studies and proton magnetic resonance (1H NMR) spectroscopy, and in the solid state using x-ray diffraction, Fourier-transform infrared spectroscopy (FTIR)), and dissolution studies. Solubility studies suggested the existence of a 1:1 complex between danazol and either HPCD or SBE. 1H NMR showed that complexation occurs by inclusion of the isoxazole ring of danazol into the cyclodextrin cavity in both cases. Powder x-ray diffraction indicated that danazol existed in a crystalline noncomplexed form at low danazol-to-cyclodextrin ratios in the coprecipitates prepared by solvent evaporation method, while at higher ratios danazol existed in an amorphous complexed form. This ratio was 1:10 w/w for HPCD and 1:20 for SBE; the higher ratio in the case of SBE is...
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