THE INCLUSION INSIGHT OF –CH3 AND –CH2OH MODIFIED β-CYCLODEXTRINS WITH ONE TRANS-RESVERATROL MOLECULE: A THEORETICAL STUDY

The geometries of the –CH3 and –CH2OH modified β-cyclodextrin {i.e. (β-CD(R)m (R = –CH3, –CH2OH; m = 0, 1, …, 7)} and the energetical behaviors of one trans-Resveratrol (TR) molecule including inside their cavities were studied by using ONIOM (B3LYP/6-31G*:PM3) method. The most outstanding geometrical characteristic of the β-CD(R)m is that their inside radius (r) are varied with different chemical modifications. The released energies for one TR molecule passing through or rotating inside the cavities of β-CD(R)m are predicted to be related with the inclusion schemes (from narrow side or wide side of the cavity), the values of the inside radius r, and the types (–CH3 or –CH2OH) and number (m) of the substituted R groups. Our calculations also suggest that the formation of H-bonds in the inclusion interaction is the main factor to stabilize the formed inclusion complexes, i.e. the TR@β-CD(R)m(R = –CH3, –CH2OH; m = 0, 1, …, 7).