Interaction Energy Analysis for Drug-Cyclodextrin Inclusion Complexes in Aqueous Solutions (original) (raw)
2012, Journal of Applied Solution Chemistry and Modeling
It is vital to elucidate the role of asymmetric intermolecular interactions resulting from the stereospecific structures of molecules in order to understand the mechanisms of chemical and biochemical reactions such as enzymesubstrate reactions, antigen-antibody reactions, etc. In order to reveal the mechanism of the inclusion phenomenon for β-cyclodextrin (CD)-ampicillin complexes and β-CD-ibuprofen complexes, binding free energies were determined using molecular mechanics/Poisson-Boltzmann surface area (MM/PBSA) analysis. To clarify the details of the interaction energies of these complexes, pair interaction energy decomposition analysis (PIEDA) was carried out. The direction of inclusion of drugs into β-CD cavities was clarified on the basis of results obtained using the above-mentioned methods.
Related papers
Beilstein journal of organic chemistry, 2017
Tricyclic fused-ring cyclobenzaprine (1) and amitriptyline (2) form 1:1 inclusion complexes with β-cyclodextrin (β-CD) in the solid state and in water solution. Rotating frame NOE experiments (ROESY) showed the same geometry of inclusion for both 1/β-CD and 2/β-CD complexes, with the aromatic ring system entering the cavity from the large rim of the cyclodextrin and the alkylammonium chain protruding out of the cavity and facing the secondary OH rim. These features matched those found in the molecular dynamics (MD) simulations in solution and in the solid state from single-crystal X-ray diffraction of 1/β-CD and 2/β-CD complexes. The latter complex was found in a single conformation in the solid state, whilst the MD simulations in explicit water reproduced the conformational transitions observed experimentally for the free molecule.
Loading Preview
Sorry, preview is currently unavailable. You can download the paper by clicking the button above.