Synthesis, conformational analysis and molecular docking studies on three novel dihydropyrimidine derivatives

Abstract

The dihydropyrimidine (DHPM) derivatives I, II and III were synthesized through Biginelli reaction and characterized by X-ray diffraction and vibrational spectroscopic analyses (Raman and FTIR), whereas a conformational study was conducted. The results show that the DHPM I, II and III belong to the triclinic and monoclinic systems. In a general way, the crystal structure of these compounds are stabilized with N–H⋯O, O–H⋯O and N–H⋯S interactions. The C–H…π and π…π contacts were evaluated using the Hirshfeld surfaces. To evaluate eletronic properties of the DHPM set, theoretical calculations, using B3LYP/6-31G(d,p) method were undertaken. Also, the calculated infrared spectra with some global reactivity descriptors, the molecular electrostatic potential maps and frontier molecular orbital energies were obtained for these compounds. Finally, molecular docking was used to investigate the applicability of DHPM set as a tumor suppressor (L3MBTL1).