Banca de DEFESA: RITA DE CÁSSIA CREMASCO ARANHA DÁRTORA

Uma banca de DEFESA de MESTRADO foi cadastrada pelo programa.
DISCENTE : RITA DE CÁSSIA CREMASCO ARANHA DÁRTORA
DATA : 07/03/2022
HORA: 10:00
LOCAL: meet.google.com/ezd-spfz-ygs
TÍTULO:

Synthesis of the caramboxinic skeleton via anionic annulation

PÁGINAS: 71
GRANDE ÁREA: Ciências Exatas e da Terra
ÁREA: Química
SUBÁREA: Química Orgânica
ESPECIALIDADE: Síntese Orgânica
RESUMO:

Caramboxin is a molecule present in the starfruit that causes neurotoxic effects by ingestion mainly in people with pre-existing kidney diseases. In order to confirm the chemical structure, the need for total synthesis of caramboxin allows sufficient quantities for further investigations about toxicity and mechanism of action. Another interesting point is that caramboxin is a quite functionalized molecule, showing a challenge to synthetic chemists. In this work there are two proposals for synthesis of caramboxin; Route A offers cyclic starting materials, and insertion of formyl group into the aromatic ring via Vilsmeier-Haack reaction followed by Lindgren oxidation and acid esterification. Malonate type coupling followed by hydrolysis reaction to obtain an amino acid portion of caramboxin; Route B consists in acyclic starting materials and the use of microwave and solvent-free reactions. The key-step is the ring aromatization and the use of a hydrolysable protected glycine group to obtain the amino acid portion of caramboxin. Although the target molecule was not achieved, caramboxin analogues were obtained. Some synthesized compounds are unpublished and could be applied for biological activity studies in a near future.

MEMBROS DA BANCA:
Presidente - Interno ao Programa - 1600860 - ALVARO TAKEO OMORI
Membro Titular - Examinador(a) Interno ao Programa - 1623577 - JOAO HENRIQUE GHILARDI LAGO
Membro Titular - Examinador(a) Externo à Instituição - LEANDRO HELGUEIRA DE ANDRADE - USP
Membro Suplente - Examinador(a) Interno ao Programa - 1766090 - MIRELA INES DE SAIRRE
Membro Suplente - Examinador(a) Externo à Instituição - TIMOTHY JOHN BROCKSOM