Banca de DEFESA: RAVIR RODRIGUES FARIAS
Uma banca de DEFESA de DOUTORADO foi cadastrada pelo programa.DISCENTE : RAVIR RODRIGUES FARIAS
DATA : 20/09/2019
HORA: 14:00
LOCAL: Instituto de Química
TÍTULO:
Use of the copper catalyzed azide-alkine cicloading methodology in the synthesis of symmetric bis-triazoles. Investigation of it’s physical, biological characteristics and as a binder
PALAVRAS-CHAVES:
Symmetric bistriazoles, biological activity, metal binder
PÁGINAS: 150
GRANDE ÁREA: Ciências Exatas e da Terra
ÁREA: Química
SUBÁREA: Química Orgânica
ESPECIALIDADE: Síntese Orgânica
RESUMO:
Copper-catalyzed azide-alkyne cycloaddition reactio, known as CuAAC reaction, has been investigated in the synthesis of symmetric bis-triazoles from terminal diazides and alkynes. The conditions for obtaining the desired products have been optimized: Copper catalyst sources and the stoichiometric relationship between terminal diazids/alkynes were investigated in the CuAAC methodology. This research aimed to symmetric bis-triazoles and the investigation of their physical, biological and ligand properties. The manipulation allowed the formation of the 4-substituted alkyl-phenyl bis-triazoles in moderate to excelente yields. However, the optimized methodology applied to oxygenated alkynes did not work or led to low yield products. The best result for antifungal activity was obtained by bis-triazole 170 which presented the same fluconazole® MIC (32 μg.mL-1) against Candida Krusei ATCC 6258, na emerging and potentially multiresistant fungal pathogen. Due to its versatility of biological activity, five hydroxyl bis-triazoles showed no inhibition of leishmanicidal activity between 15.0 and 20.0 %, at concentrations of 20 and 40.0 μg.mL-1. Among these compounds, derivative 172 presented the best value of IC50 (63,34 μg.mL-1, 182,86 μM). Regarding cytotoxicity, all compounds were inactive. It was also observed through infrared spectra, the effect of presence and absence of H binding on the triazole ring characteristic bands. In addition, in order to verify the stability of diazids, the termal study was performed using the DSC technique, diazide 154 presented na exothermic event at a temperature of approximately 130.0 °C. 1,3-Bis(4-butyl-1H-1,2,3-triazol-1-yl) propan-2-ol 158 was successfully applied as a binder for the determination of Cu(II) ions by electrode modified in cultivated with bordeaux treatment. The detection limito f the method (LOD) and the limit of quantification (LOQ) were 1,67x10-9 mol.L-1 and 5,05x10-9 mol.L-1, respectively, and the amount of ions of copper found in a real sample of was 8,05 μg.kg-1, a value within the standards stipulated by ANVISA.
MEMBROS DA BANCA:
Interno - 1215450 - SILVIO DO DESTERRO CUNHA
Interno - 1068075 - JORGE MAURICIO DAVID
Interno - 1507716 - MAURICIO MORAES VICTOR
Interno - 2356272 - ARTUR JOSE SANTOS MASCARENHAS
Interno - 1148522 - ELIANE DE OLIVEIRA SILVA
Externo à Instituição - ELIANA MIDORI SUSSUCHI - UFS
Externo à Instituição - ROSSIMIRIAM PEREIRA DE FREITAS - UFMG
Externo à Instituição - PÉRICLES BARRETO ALVES - UFS