Objectives: Association of non-steroidal anti-inflammatory drugs with cyclodextrins is a largely used method to increase their stability and water solubility. The aim of our study was to clarify the interactions between seven nonsteroidal anti-inflammatory drugs and HP-β-CD and the spatial geometry of these inclusion complexes by using molecular modelling.
Methods: From the non-steroidal anti-inflammatory class seven representatives were chosen: ibuprofen, ketoprofen, piroxicam, meloxicam, tenoxicam, mefenamic acid and flufenamic acid. Computational study on host-guest complexes was carried out using molecular mechanics in Hyperchem software, both in vacuum and water periodic box condition.
Results: The obtained results show that all NSAIDs form inclusion complex with HP-β-CD. The spatial geometry of complexes was established by molecular mechanics computation and the complex formation energies were calculated.
Conclusions: Intermolecular hydrogen bonds and hydrophobic interactions play an important role in the binding of NSAIDs to HP-β-CD. The results show good correlation with literature data.