Nghiên cứu mô phỏng cơ chế hấp phụ trong nước của các hợp chất phenolic lên Beta-Cyclodextrin ứng dụng làm chất mang thuốc

β-cyclodextrin (bCD) is one of the cyclodextrin derivatives commonly used as a drug carrier. The phenol (PheOH) adsorption behaviour of bCD in the aqueous phase was studied using the Density functional theory (DFT) approaches at the M06-2X/6-31G(d) level of theory combined with the SDM model (solvation model based on density). The characteristic thermodynamic parameters of the adsorption process were calculated, including the standard enthalpy (ΔrHo), Gibbs free energy (ΔrGo), and adsorption energy (Eads) of complexation processes. It is shown that bCD has a high potential to form complexes with PheOH at the positions O34 (ΔrGo = -18.6 kcal/mol) and O40 (ΔrGo = -8.6 kcal/mol). Moreover, the PheOH-bCD complexes become more stable in the aqueous phase in complexing with H2O molecules. The ΔrGo values of the PheOH-bCD-H2O systems decrease to about -20.4 and -22.1 kcal/mol. Mechanistically, the complexation of bCD with phenolic compound and water is based on the hydrogen bond formation between the ligands and bCD, and the strong electron transfer from the ligands (PheOH, water) to bCD. The obtained results demonstrated the potential of bCD as a drug carrier.