A influência dos substituintes nas propriedades espectroscópicas, eletrônicas e farmacêuticas de Alcaloides do tipo 7,7-Dimetilaporfínicos

Abstract

The knowledge disseminated over generations that specific plants have therapeutic effects for specific diseases generated scientific interest regarding the composition of these plants. Inherent to this composition are alkaloids, natural bases with a range of pharmacological uses. Among these uses we can mention antimicrobial, antidepressant, antimalarial, anticholinergic, anesthetic and vasodilatory properties. Considering the properties and applicability of alkaloids, their study is still a vast and expanding field. In this context, theoretical computational chemistry is inserted, which, using calculations combined with the analysis of existing experimental data (NMR, UV, IR and EM), has proven to be a tool that adds to studies relating to the structure and spectrum behavior of such molecules. Therefore, the present thesis aimed to theoretically characterize (bond length analyses, MEPs, theoretical IR and UV spectra, HOMO/LUMO, NLO/NBO analyses, molecular docking study and molecular dynamics analyses) ten alkaloids from type 7,7-diethylaporphinics that differ from each other by the ligands in their central skeleton and the presence or absence of the methylenedioxy ring and observe the influence of the substitutes on the properties of these alkaloids. Nine of these chosen molecules were only isolated once and present very little data in the literature, with a huge gap in molecular quantum chemistry data making this study extremely important. The influence on spectroscopic properties was analyzed using theoretical infrared and ultraviolet spectra obtained in Gaussian 09 software using DFT and TD-DFT, respectively, and B3LYP exchange and correlation functional with the 6-311G(2d,p) basis set. The influence on electronic properties was analyzed by bond angles and lengths, HOMO/LUMO orbitals and electrostatic potential maps obtained using the same the theory level. The influences on pharmacological potentials were analyzed using molecular docking calculations and binding free energy analyzes by MM/PBSA.