Detalhes bibliográficos
| Ano de defesa: |
2019 |
| Autor(a) principal: |
D’Oliveira, Giulio Demetrius Creazzo
 |
| Orientador(a): |
Perez, Caridad Noda
|
| Banca de defesa: |
Perez, Caridad Noda,
Perjési, Pál,
Santos, Suzana da Costa,
Queiroz Júnior, Luiz Henrique Keng,
Napolitano, Hamilton Barbosa |
| Tipo de documento: |
Tese
|
| Tipo de acesso: |
Acesso aberto |
| Idioma: |
por |
| Instituição de defesa: |
Universidade Federal de Goiás
|
| Programa de Pós-Graduação: |
Programa de Pós-graduação em Química (IQ)
|
| Departamento: |
Instituto de Química - IQ (RG)
|
| País: |
Brasil
|
| Palavras-chave em Português: |
|
| Palavras-chave em Inglês: |
|
| Área do conhecimento CNPq: |
|
| Link de acesso: |
http://repositorio.bc.ufg.br/tede/handle/tede/10112
|
Resumo: |
It is rare the occurrence in the literature of the synthesis and application of analogs of chalcones hybrids with quinolinone, as well as studies of its structural properties. Such compounds may be quite useful in therapeutics, since various biological activities are reported for both chalcones and quinolinones. In the present work, we have described an efficient and technically accessible protocol for the synthesis of 32 analogs of chalcone hybrids with quinolinone, evaluated their antitumor activities and conducted some experiment for having clues about the reason there is difference between the activities of the chalcone and its hybrids with quinolinone with the same chalcone moiety. The compounds were obtained in a single reaction step from the intermediate chalcones. The products precipitated essentially pure and were isolated by simple filtration. The yields of such reactions were promising from 45 to 94%. The structures of the compounds were confirmed by NMR and ESI-MS techniques. Their antitumor activities were evaluated in SF-295 (glioblastoma), PC-3 (prostate) and HCT-116 (colon) cell lines by MTT test. The IC 50 values of the most active compounds were determined. The most active chalcone showed IC 50 value of 2.1 (1.7-2.7), and the most active analog of chalcone hybrid with quinolinone showed IC 50 value of 19.3 (13.7- 27.2). The antitumor activities results suggest that the class of compounds studied has potential for use in cancer research. Finally, it is reported de addition of glutathione to the α-β unsaturation of two sulfonamide-chalcones and two analogs of chalcone hybrids with quinolinone, possessing the same chalcone moiety. The aim of this last study has been to verify if there is any correlation between the trend of the addiction and the verified biological activity. The constant of rate laws has been determined, for both direct and inverse reactions. The last results suggest that although the compounds have the same chalcone moiety, they behave differently towards the reaction with glutathione, what might explain the difference in antitumor activity observed. |
