Abstract:

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.

Key words: β-cyclodextrin, transResveratrol, inclusion compound