Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, Hunan 411105, People's Republic of China.
J Mol Model. 2011 Apr;17(4):913-20. doi: 10.1007/s00894-010-0781-x. Epub 2010 Jul 7.
The inclusion complex of β-cyclodextrin (β-CD) and 4-methylbenzyl-4'-[trans-4- (guanidinomethyl)cylohexylcarbonyloxy]-biphenyl-4-carboxlylate monohydrochloride (TG44) had been investigated by using densify functional theory (DFT) and PM3 semiempirical method. The results indicate that the β-CD includes predominantly the biphenyl moiety of TG44, and the inclusion complex formed by TG44 entering into the cavity of β-CD from its narrow side (the primary hydroxyl group side) is more stable than that formed by TG44 entering into the cavity of β-CD from its wide side (the secondary hydroxyl group side). The negative enthalpy changes calculated from the statistical thermodynamic calculations at 1 atm and 298.15 K suggest that the inclusion complexes are favored enthalpy-driven processes. The molecular modeling results are in good agreement with the experiment for 2D (1)H-(13)C H HETCOR spectroscopic and H-NMR spectroscopic observations.
采用密度泛函理论（DFT）和 PM3 半经验方法研究了β-环糊精（β-CD）与 4-甲基苄基-4'-[反式-4-（脒基甲基）环己基羰基氧]联苯-4-羧酸单盐酸盐（TG44）的包合复合物。结果表明，β-CD 主要包含 TG44 的联苯部分，并且 TG44 从其窄边（伯羟基侧）进入β-CD 腔形成的包合复合物比 TG44 从其宽边（仲羟基侧）进入β-CD 腔形成的包合复合物更稳定。在 1 atm 和 298.15 K 下的统计热力学计算得出的负焓变表明，包合复合物是有利的焓驱动过程。分子建模结果与二维（1）H-（13）C H HETCOR 光谱和 H-NMR 光谱观察结果吻合良好。
