Calculation of a β-cyclodextrin-binaphthyl inclusion complex using density functional theory

Abstract

We investigated the interaction of the host–guest β-cyclodextrin-2,2′-Dihydroxy-1,1′-binaphthyl complex by means of molecular dynamics simulation using a density functional based tight-binding code. We focussed in particular on the investigation of the most stable conformation of this complex by studying some of the structural properties that change with time. This includes the hydrogen bonding formation of the active agent guest molecule with the torus-like macro ring of the host β-cyclodextrin leading to the formation of the stable adduct in the lipophilic cavity of the biopolimeric matrix. The role of the solvent, water in stabilizing the complex was also discussed. We relate our results of the final stable optimized geometry of the complex to the UV/Vis and circular dichroism spectral study.

Keywords:

• β-Cyclodextrin-2,2′-Dihydroxyl-1,1′-binaphthyl inclusion complex
• Density functional theory

Acknowledgement

We acknowledge the support by the Deutsche Forschungsgemeinschaft (Graduate College “Structure and Dynamics of Heterogeneous Systems”).