Characterization and Molecular Modelling of Inclusion Complex between Hesperidin and β-cyclodextrin

Hesperidin is a flavonone glycoside found in sweet orange and is effectively used in treatment for pain and disease. Although it plays a big role in the pharmaceutical area, hesperidin has a poor water soluble property. β-cyclodextrin (β-CD), a macrocyclic host with hydrophobic cavity and hydrophilic outer surface is a common pharmaceutical application to enhance the solubility, stability, safety and bioavailability of drug molecules. It can form inclusion complexes with many size-suitable guest molecules due to their unique molecular structure. In this study, the effect of β-CD on the aqueous solubility of hesperidin was investigated. The complex of β-CD-hesperidin was prepared via modified kneading method and the formation of complex was confirmed using FTIR, DSC, UV-VIS and NMR analysis. The structure was simulated using Gaussian 2003 and Hyperchem 7.5 softwares. It was predicted that hesperidin is stated exactly in the middle of the cavity of β-CD where both twin ring fully immersed in the center of the cavity facing the interior surface. While another two ring facing downward to the wider side.