β-环糊精与白藜芦醇包合作用的理论研究

Theoretical study of the inclusion interaction of β-cyclodextrin with trans-Resveratrol

利用ONIOM(B3LYP/6-31G*:PM3)理论方法模拟了β-环糊精包合反式白藜芦醇(trans-Resveratrol)的过程,首先分别以β-环糊精和反式白藜芦醇为单体,然后通过穿越和旋转两个包合过程探讨了反式白藜芦醇从β-环糊精大小口径穿越的稳定程度,反式白藜芦醇和β-环糊精形成包合物的驱动力,促进包合物稳定性的影响因素,以及在气态环境中β-环糊精与反式白藜芦醇形成包合物的驱动过程的类型。研究结果表明:β-环糊精可以包合反式白藜芦醇且反式白藜芦醇容易从β-环糊精的小口径进入形成稳定的包合物,电荷转移和偶极之间的相互作用是形成包合物的主要驱动力,氢键促进了包合物的稳定性,而且在298.15 K和1 atm的气态环境条件下,形成包合物的过程是焓驱动过程。

The inclusion process of β-cyclodextrin（β-CD） with trans-Resveratrol was studied by the ONIOM（B3LYP/6-31G＊：PM3） method.The passing process and cycling process were simulated using β-cyclodextrin（β-CD） with trans-Resveratrol as monomers respectively.The two processes probed the stability of trans-Resveratrol entering into the cavity of β-cyclodextrin from the narrow side（the primary hydroxyl group side） compared with its wide side（the secondary hydroxyl group side）,the possible driving forces for the inclusion compounds,the factors influencing stability of the inclusion compounds and the driven type of forming inclusion compounds in the gas phase.The calculated data indicated that the trans-Resveratrol could easily tend to enter into the cavity of β-cyclodextrin from the narrow side,the possible driving forces for the inclusion compounds were the charge transfer and dipole-dipole interactions,hydrogen bonds played an important role in the stability of the inclusion compounds,and the formation of natural β-CD inclusion compounds was an enthalpy-driven process with temperature of 298.15 K and pressure of 1 atm in the gas phase.