Banca de QUALIFICAÇÃO: JANNYELY MOREIRA NERI

Uma banca de QUALIFICAÇÃO de MESTRADO foi cadastrada pelo programa.
DISCENTE : JANNYELY MOREIRA NERI
DATA : 04/05/2017
HORA: 08:30
LOCAL: Auditório do Química 3
TÍTULO:

2,3-DICLOROQUINOIXALINE AS BUILDING BLOCK FOR OBTAINMENT OF BIOACTIVE COMPOUNDS

PALAVRAS-CHAVES:

quinoxalin2; 2,3-dicloroquinoxaline; organic synthesis; funcionalization; anticâncer activity; silver nanoparticles

PÁGINAS: 75
GRANDE ÁREA: Ciências Exatas e da Terra
ÁREA: Química
SUBÁREA: Química Orgânica
ESPECIALIDADE: Síntese Orgânica
RESUMO:

The study of nitrogen heterocyclic compounds comprises one of the most interesting branch of the organic chemistry. Among several nitrogen heterocycles reported in literature, quinoxaline derivatives have been attracted great attention due their relevant applications, notably in biological and technological fields. There are several synthetic protocols reported in literature for the synthesis of quinoxaline derivatives, in which calls attention the use of compound 2,3-dichloroquinoxaline (1) as synthetic precursor. The present work focus on the synthesis of relevant quinoxaline from compound 1, with the results being divided in three main parts. Firstly, it is presented a literature review from the last decade focused in the synthesis of quinoxaline derivatives from the building block 1 in reactions such as nucleophilic substitution with nitrogen, oxygen, sulfur, carbon and phosphorous nucleophiles, C─C and C─N cross coupling reactions among others. Many of the presented reactions lead to quinoxaline derivatives with relevance in several areas, especially due their relevant activities against several pathologies. The second part of the work is focused in the obtainment of quinoxaline derivatives from reactions of building block 1 with aminoalcohol and phthalimide besides other synthetic transformations. They were obtained interesting quinoxaline derivatives, such as compounds 2,3-diethanolaminoquinoxaline (2), 2-(2,3-dihydro-1-oxa-4,9,10-triaza-anthracen-4-yl)-ethanol (3) and 2-(3-oxo-3,4-dihydro-quinoxalin-2-yl)-isoindole-1,3-dione (4) from the double substitution by the nucleophilic species, compound 3-[bis-(2-hydroxy-ethyl)-amino]-1H-quinoxalin-2-one (6) originated from the hydrolysis of compound 3, among others. All products were adequately characterized by ¹H and ¹³C nuclear magnetic resonance spectroscopies. Compounds 1 and 2 had presented interesting activity against colon rectal HT29 cancer cells, in which the activity may be associated to the inhibition of enzyme PI3Kα. Lastly, the capacity of compound 2 in act as reduces and stabilizer of silver nanoparticles (NanoAg) were evaluated. Results showed that the referred quinoxaline does not present high reduction power for iron (I) in basic media, however can effectively stabilize the NanoAg in both basic and neutral media. Colorimetric and UV-Vis analysis had indicated the formation of spherical shape10-15 nm diameter NanoAg functionalized with compound 2, suggesting a possible application of these nanostructured systems for cancer therapy.

MEMBROS DA BANCA:
Presidente - 1803692 - FABRICIO GAVA MENEZES
Interno - 1714946 - KASSIO MICHELL GOMES DE LIMA
Interno - 2140775 - LIVIA NUNES CAVALCANTI
Interno - 1958858 - LUIZ HENRIQUE DA SILVA GASPAROTTO