Banca de DEFESA: CINTIA MARIA CARNEIRO FRANCO LIMA

Uma banca de DEFESA de DOUTORADO foi cadastrada pelo programa.
DISCENTE : CINTIA MARIA CARNEIRO FRANCO LIMA
DATA : 10/12/2021
HORA: 14:00
LOCAL: Instituto de Química
TÍTULO:

Isoindigo and azaisoindigo: synthesis, characterization, preparation of functionalized analogues and evaluation of their biological activity against SARS-Cov-2

PALAVRAS-CHAVES:

Isoindigos; azaisoindigos; organic synthesis; SARS-CoV-2.

 

PÁGINAS: 200
GRANDE ÁREA: Ciências Exatas e da Terra
ÁREA: Química
SUBÁREA: Química Orgânica
ESPECIALIDADE: Síntese Orgânica
RESUMO:

This doctoral thesis for the Graduate Course in Chemistry is an approach of the synthesis of heterocyclic substances such as derivatives of isoindigo and azaisoindigo with potential biological activity against SARS-CoV-2. The work was divided into three main parts: the first consisted in synthesizing new acetylated and disubstituted compounds of 3-hydroxy-bis-oxindoles and isoindigos via coupling methodologies according to the literature. The corresponding isatin derivatives were synthesized by coupling conditions with ZrCl₄/EtOH/reflux or with HCl/AcOH/reflux, the use of oxindole and functionalized isatins, obtaining 3-hydroxy-bis-oxindoles as products, which were later dehydrated into isoindigos. The second part, in turn, was the synthesis of azaisoindigos, derived from synthetic methodologies for the coupling between isatin derivatives and 7-azaoxoindole. And finally, the third part encompassed the reduction reactions of isatin and its derivatives with NaBH₄. A large part of the substances synthesized in this thesis were submitted to biological tests against SARS-Cov-2 through the assay with Vero E6 cells in a High Content Screening platform, carried out by Professor Dr. Lúcio Freitas Júnior from the Biological Sciences Institute, University of São Paulo (ICB -USP). These compounds were tested with single concentration of 10µM, using chloroquine as control. Preliminary results indicated that 06 compounds (4 isatin derivatives and 2 azaisoindigo derivatives) showed biological activity against this virus, responsible for the transmission and manifestation the symptoms of Covid-19. The results, discussions about these experiments, beyond any characterization of the products obtained from analytical techniques such NMR ¹H and ¹³C, FTIR, HRMS, melting point and biological tests will be taken in the course of this work.

MEMBROS DA BANCA:
Presidente - 1507716 - MAURICIO MORAES VICTOR
Interna - 1148522 - ELIANE DE OLIVEIRA SILVA
Interna - 1490845 - VALERIA BELLI RIATTO
Interno - 1068075 - JORGE MAURICIO DAVID
Interno - 1215450 - SILVIO DO DESTERRO CUNHA
Externo à Instituição - LUIZ CLÁUDIO DE ALMEIDA BARBOSA - UFMG
Externa à Instituição - ROSSIMIRIAM PEREIRA DE FREITAS - UFMG
Externa à Instituição - FERNANDA ANDREIA ROSA - UEM
Externa à Instituição - BÁRBARA VASCONCELLOS DA SILVA - UFRJ