Jie‐Hua Shi, Ke Chen, Yan Xu
Jun 1, 2014
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Influential Citations
9
Citations
Journal
Journal of Molecular Liquids
Abstract
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 ( 1 H 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) × 10 3 M − 1 at 298 K, 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.