ETUDE COMPUTATIONNELLE DU COMPLEXE D’INCLUSION DE PSORALENE AVEC LE CYCLODEXTRINE NATIVE

Abstract

In this work, we studied the complexation of molecules Psoralene with β-cyclodextrin. In this study we considered only the stoichiometry of 1:1. We simulted the inclusion of PSORALENE in the β-CD using the semi-empirical method PM6, DFT and ONIOM2 and NBO methods. The energies of complexation and interaction for both orientations considered are reported. We found that the orientation of the furocoumarin ring (ring A) or 2 is deeply inside the fydrophobic cavity of β-CD is more stable, statistical thermodynamics calculations at 1 atm and 298.15 K have shown that in a vacuum, the process complexation is exothermic and enthalpically favorable. The calculated negative complexation energy suggests that inclusion complexes are stable. HOMO and LUMO orbital investigations confirm the better stability of orientation 2. Finally, natural bond orbital (NBO) was performed on the basis of optimized complex ONIOM2 quantify the interactions between donor acceptor PSORALENE and β-CD.