Síntese e docking de novas 2-amino-4-fenil-pirimidinas substituídas no C6 por carbono/heterociclos aromáticos com potencial atividade biológica
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Data
2019-04-01
Autores
Pina, Jorge Welton de Souza
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Universidade Federal do Espírito Santo
Resumo
Currently, the synthesis of organic compounds represents a significant part in the process of discovery and development of new bioactive compounds. Among this range highlightthe pyrimidine ring, one of the key substances that sustain life as coenzymes, vitamins and nucleic acids. Over the last few decades, studies have reported on ways to synthesize corethat mimic functions and cells in our body to facilitate the interaction of these potential drugs with the affected cells. Further discussions are focusedon the pyrimidine coregiven their familiarity with our organism. Based on this it was aimed to synthesize and characterize new C6 substituted 2-amino-4-phenyl-pyrimidines by carbo/heterocycles in order to evaluate possible antiviral, anti-inflammatory and anticancer activities. In this studythe phenyl-triazole aldehyde was synthesized in a three-stepsequence with considerable yields. This aldehyde and other carbo / heterocycles were then used to synthesize substituted chalcones by the classical Claisen-Schimidt condensation methodology which served as a starting material in the synthesis of the desired molecules. Pyrimidine structures were synthesized through the multicomponent reaction of Biginelli and the Biginelli reaction modified by Atwal. Yields were considerable, ranging from 20-82% for pyrimidine synthesis. Molecular anchorage studies show great potentials for antiviral and anticancer activities. Pyrimidines 123a and 123c presented better performance among the synthesized molecules, and all the synthesized pyrimidines obtained values of receptor/ligand interaction energy at the most significant binding site when compared to control crystallographic structures for the proteins studied. In addition, two new crystallographic structures for pyrimidines 118and 121can be reported confirming and defining the structural position of each atom ofthese cores. All the pyrimidine structures synthesized presented relevant results through the molecular anchorage study for the proposed biological activities, thus showing a potential probability of inhibition of these sites.
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Pyrimidine , Biginelli's reaction modified by Atwal , Molecular Docking , Pirimidina , Reação de Biginelli modificada por Atwal , Ancora molecular
Citação
PINA, Jorge Welton de Souza. Síntese e docking de novas 2-amino-4-fenil-pirimidinas substituídas no C6 por carbono/heterociclos aromáticos com potencial atividade biológica. 2019. 197 f. Dissertação (Mestrado em Química) – Universidade Federal do Espírito Santo, Centro de Ciências Exatas, Vitória, 2019.