Macroheterocycles · 2018 · 19 citations · 0 references
Natural SciencesChemistryMedicinal ChemistryComputational ChemistryComputational Medicinal ChemistryStructure-activity RelationshipsBinding ThermodynamicsCyclodextrin ChemistryIntermolecular ForcesLigand BindingMolecular ModelingMolecular Orbital TheoryComplexation InteractionsCyclodextrin ComplexationCyclodextrin Inclusion ComplexesMolecular Modeling Of CyclodextrinsThermodynamics Of Inclusion Complexation
Structural study and thermodynamics of complexation between -cyclodextrin (-CD) and flufenamic acid (FFA) are explored by means of several quantum chemical methods. The different orientation modes of FFA in the cavity of -CD are studied. PM3MM, ONIOM2 and DFT methods show that the complex FFA/-CD in A orientation is found to be the most favorable energetically. The statistical thermodynamic calculations at 1 atm and 298.15 K reveal that the complexation process is exothermic and enthalpically driven. Finally, the calculated chemical shifts of free FFA and its complex at B3LYP/6-31G(d) level by employing the Gauge-Including Atomic Orbital (GIAO) method are in good agreement with NMR experimental data.