Study of reactions of two Mannich bases derived of 4’-hydroxychalcones with glutathione by RP-TLC, RP-HPLC and RP-HPLC-ESI-MS analysis
| dc.creator | Valeze, Aline Bernardes | |
| dc.creator | Noda Pérez, Caridad | |
| dc.creator | Mayer, Mátyás | |
| dc.creator | Silva, Cameron Capeletti da | |
| dc.creator | Martins, Felipe Terra | |
| dc.creator | Perjési, Pál | |
| dc.date.accessioned | 2023-08-25T15:26:42Z | |
| dc.date.available | 2023-08-25T15:26:42Z | |
| dc.date.issued | 2017 | |
| dc.description.resumo | 4’-Hydroxychalcones have been reported to possess several beneficial biological effects. Several lines of evidence accumulated to demonstrate increased biological activities of the Mannich base derivatives of the parent 4’-hydroxychalcones. Bioactivities of chalcones and related α,β-unsaturated ketones are frequently associated with their reactivity with cellular thiols, such as GSH. For comparison of GSH reactivity, two bis Mannich bases of two 4’-hydroxychalcones were synthesized and reacted with GSH under non-cellular conditions. Reversed-phase thin layer chromatography (RP-TLC) and reversed-phase high performance liquid chromatography (RP-HPLC) analysis showed formation of two polar products which structures were confirmed by RP-HPLC-ESI-MS (RP-HPLC-electrospray ionization mass spectrometry) as 1:1 chalcone-GSH adducts in each case. At pH values below 8.0, the two bis Mannich bases showed higher GSH reactivity than two 4’-hydroxychalcones. Influence of the nature of the amino groups, the ring-B substituents and pH of the medium on reactivity was also investigated. The findings could serve as useful structure-activity information for subsequent molecular modification of thiol-reactive 4’-hydroxychalcones. | pt_BR |
| dc.identifier.citation | BERNARDES, Aline et al. Study of reactions of two Mannich bases derived of 4’-hydroxychalcones with glutathione by RP-TLC, RP-HPLC and RP-HPLC-ESI-MS analysis. Journal of the Brazilian Chemical Society, Campinas, v. 28, n. 6, p. 1048-1062, 2017. DOI: 10.21577/0103-5053.20160260. Disponível em: https://jbcs.sbq.org.br/default.asp?ed=252. Acesso em: 24 ago. 2023. | pt_BR |
| dc.identifier.doi | 10.21577/0103-5053.20160260 | |
| dc.identifier.issn | e- 1678-4790 | |
| dc.identifier.issn | 0103-5053 | |
| dc.identifier.uri | http://repositorio.bc.ufg.br/handle/ri/23434 | |
| dc.language.iso | eng | pt_BR |
| dc.publisher.country | Brasil | pt_BR |
| dc.publisher.department | Instituto de Química - IQ (RMG) | pt_BR |
| dc.rights | Acesso Aberto | pt_BR |
| dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/4.0/ | * |
| dc.subject | Hydroxychalcones | pt_BR |
| dc.subject | Mannich bases | pt_BR |
| dc.subject | Glutathione | pt_BR |
| dc.subject | RP-TLC | pt_BR |
| dc.subject | RP-HPLC-ESI-MS | pt_BR |
| dc.title | Study of reactions of two Mannich bases derived of 4’-hydroxychalcones with glutathione by RP-TLC, RP-HPLC and RP-HPLC-ESI-MS analysis | pt_BR |
| dc.type | Artigo | pt_BR |