| Texto completo | |
| Autor(es): |
Wegermann, Camila A.
[1, 2]
;
Monzani, Enrico
[3]
;
Casella, Luigi
[3]
;
Ribeiro, Marcos A.
[4]
;
Bruzeguini, Carlos E. T.
[4]
;
Vilcachagua, Janaina D.
[5]
;
Costa, Luiz Antonio S.
[6]
;
Ferreira, Ana M. Da Costa
[2]
Número total de Autores: 8
|
| Afiliação do(s) autor(es): | [1] Univ Fed Fluminense, Inst Quim, Niteroi, RJ - Brazil
[2] Univ Sao Paulo, Dept Quim Fundamental, Inst Quim, Sao Paulo, SP - Brazil
[3] Univ Pavia, Dipartimento Chim, Pavia - Italy
[4] Univ Fed Espirito Santo, Ctr Ciencias Exatas, Dept Quim, Vitoria, ES - Brazil
[5] Univ Sao Paulo, Inst Quim, Cent Analit, Sao Paulo, SP - Brazil
[6] Univ Fed Juiz de Fora, Dept Quim, ICE, NEQC Nucleo Estudos Quim Computac, Juiz De Fora, MG - Brazil
Número total de Afiliações: 6
|
| Tipo de documento: | Artigo Científico |
| Fonte: | Journal of Molecular Structure; v. 1250, n. 2 FEB 15 2022. |
| Citações Web of Science: | 0 |
| Resumo | |
Molecular recognition is a crucial issue in studies on interactions between biomolecules, or potential pharmacological agents and biomolecules. Isatin-hydrazones are interesting compounds since the presence of an imine bond combined with a set of heteroatoms lead to the formation of numerous isomers whose distribution can be modulated by solvent polarity, concentration, and pH range, among other factors. Herein we report NMR spectroscopic studies, complemented by UV/Vis and IR, to characterize geometrical isomers and tautomers of two isatin-derived hydrazones, isahim and isahpy. By using different spectroscopic methods, it was possible to detect and identify among diverse possible configurations of isahim molecule the preferential species and verify its stability in solution at different temperatures. NMR spectra indicated the co-existence of diverse isomer and/or tautomer forms in solution, corroborated by UV/VIS spectra in different solvents, at varied concentrations and pHs. Further, IR spectra allowed to better identify and characterize the proposed structures. DFT simulations supported the experimental results, attesting that the most stable isomers in solution are the keto in corresponding Z forms for both hydrazone compounds. These studies provided suitable spectroscopic tools to understand and elucidate molecular interactions of such hydrazones with amyloid peptides and with essential metal ions implicated in Alzheimer disease, in subsequent studies. (c) 2021 Elsevier B.V. All rights reserved. (AU) | |
| Processo FAPESP: | 13/07937-8 - Redoxoma |
| Beneficiário: | Ohara Augusto |
| Modalidade de apoio: | Auxílio à Pesquisa - Centros de Pesquisa, Inovação e Difusão - CEPIDs |