Ignaczak Anna, Pałecz Bartłomiej, Belica-Pacha Sylwia
Department of Theoretical and Structural Chemistry, Faculty of Chemistry, University of Lodz, Pomorska 163/165, 90-236 Lodz, Poland.
Unit of Biophysical Chemistry, Department of Physical Chemistry, Faculty of Chemistry, University of Lodz, Pomorska 165, 90-236 Lodz, Poland.
Org Biomol Chem. 2017 Feb 1;15(5):1209-1216. doi: 10.1039/c6ob02109c.
β-Cyclodextrin (β-CD) is studied as a carrier of the drug mianserin (MIA). β-CD with MIA adducts with 1 : 1 and 2 : 1 stoichiometry are investigated in vacuo and in water using quantum chemical methods: PM6 and B3LYP/6-31G(d,p). An effect of the dispersion correction GD2 and the basis set superposition error on the complexation energies is also evaluated. Additionally, the interaction between MIA hydrochloride and β-CD in aqueous solution at 298.15 K is examined experimentally by isothermal titration calorimetry. Interaction parameters, such as the binding constant, enthalpy, entropy and Gibbs free energy, are presented. Analysis of the obtained data led to the following conclusions: the interaction of MIA with β-CD is rather strong; there is no significant energetic difference between the 1 : 1 complexes of β-CD with S-MIA and R-MIA enantiomers; the 2 : 1 (β-CD : MIA) adduct is energetically more favorable than 1 : 1; the complex formation of MIA + β-CD is enthalpy and entropy driven.
β-环糊精（β-CD）被研究作为药物米安色林（MIA）的载体。使用量子化学方法PM6和B3LYP/6-31G(d,p)在真空和水中研究了化学计量比为1:1和2:1的β-CD与MIA加合物。还评估了色散校正GD2和基组叠加误差对络合能的影响。此外，通过等温滴定量热法在298.15K下实验研究了盐酸米安色林与β-CD在水溶液中的相互作用。给出了相互作用参数，如结合常数、焓、熵和吉布斯自由能。对所得数据的分析得出以下结论：MIA与β-CD的相互作用相当强；β-CD与S-MIA和R-MIA对映体的1:1络合物之间没有显著的能量差异；2:1（β-CD:MIA）加合物在能量上比1:1更有利；MIA + β-CD的络合物形成是由焓和熵驱动的。
