Experimental Thermodynamics and Molecular Mechanics Calculations of Inclusion Complexes of 9-Methyl Anthracenoate and 1-Methyl Pyrenoate with β-Cyclodextrin

Abstract

Steady-state fluorescence and molecular mechanics calculations were used to study the inclusion complexes of 9-methyl anthracenoate (MA) and 1-methyl pyrenoate (ΜP) with -cyclodextrin ( CD). Binding constants of 1:1 complexes at different temperatures were obtained from the analysis of the fluorescence enhancement of the CD solutions with respect to the MA or MP free chromophores. The thermodynamic parameters ∆H and ∆S were also obtained. Molecular mechanics calculations were applied to study both inclusion processes in vacuo and in the presence of water as a solvent. Complexation is mainly due to nonbonded van der Waals host-CD interactions. Both MA and MP penetrate only partially into the CD cavity.

Enhanced Dissolution and Stability of Lansoprazole by Cyclodextrin Inclusion Complexation: Preparation, Characterization, and Molecular Modeling

“…The complexation process was performed as previously described methods (30). In brief, the origin of the Cartesian coordinate system was placed at the center of mass of the oxygens of the primary and secondary hydroxyl groups of the CD molecule.…”

Physico-chemical characterization of benzocaine-β-cyclodextrin inclusion complexes

“…Taken advantage of the fact that upon inclusion of a fluorescent guest molecule into the ␤-CD cavity, generally an enhancement in fluorescence is observed due to shielding from quenching and non-radioactive decay processes [28], the stoichiometry of the BZC/␤-CD complexation was obtained by fluorescence spectroscopy. The enhancement in BZC fluorescence upon complexation was quantified by the changes of the integrated fluorescence emission ratio, I, as described in Section 2.…”

Interaction of Artemisinin and Its Related Compounds with Hydroxypropyl‐β‐cyclodextrin iN Solution State: Experimental and Molecular‐modeling Studies

“…Commercially available software allows for various approaches for the study of cyclodextrin inclusion complexes. The use of molecular mechanics4 and dynamic simulations5 has previously been reported in the study of cyclodextrin complexes. Docking programs have also been used to study inclusion complexes for qualitative purposes 6.…”