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Abstract
Prednisolone (PN) is one kind of cortiadrenal hormone having poor aqueous solubility. The inclusion interactions of PN with di-O-methyl-β-cyclodextrin (DMβCD) have been investigated by ultraviolet spectroscopy (UV), circular dichroism (CD), Fourier transform infrared spectroscopy (FT-IR), proton nuclear magnetic resonance spectroscopy (1H NMR), 2D-ROESY spectrum and molecular modeling. The results obtained from spectroscopic experiments and molecular modeling revealed that the inclusion complex of DMβCD with PN was formed by non-bond interaction. The stoichiometry and inclusion constant (K) of PN–DMβCD complex are 1:1 and (1.63±0.07)×103M−1 at 298K, respectively. In the structure of PN–DMβCD complex, the A-ring and B-ring moieties of PN molecule were embedded into the cavity of DMβCD from the wider rim of DMβCD. However, the inclusion process of PN with DMβCD is enthalpy-driven process, and the primary driving forces responsible for the inclusion interaction are the hydrogen bonding force and Van der Waals force.
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