MO-calculations on the solvation effects on the structure of natural flavonoids in aqueous and acetone phases

In order to reproduce the solvation effects on the monomers and dimers of naturally occurring flavonoid structures, a complete screening of their multiple minima hypersurfaces (MMH) was done by a semiempirical Hamiltonian. Such hypersurfaces corresponded to several solute-solvent supermolecules. This searching confirms some NMR results reported in the available literature and provides new theoretical evidences of these structures. The reaction energy of the flavonoid dimerization was calculated in this study, adding the corresponding terms related with the association process due to the presence of different solvents in the system. We are reporting the energetic and conformational analysis of all the possibilities of dimeric structures in different phases. The most important results of this work are related with the structural changes suffered by the monomeric and dimeric structures due to the presence of water and/or acetone molecules, the preferential position of interactions between solvent molecules and monomeric and dimeric structures, and the thermodynamic stability of dimeric structures in these phases.