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Bioorg Chem ; 127: 105996, 2022 10.
Artigo em Inglês | MEDLINE | ID: mdl-35878449

RESUMO

In the development of novel anti-α-glucosidase agents, we synthesized novel thieno[2,3-b]quinoline-hydrazones 9a-n by facile and efficient conventional chemical reactions. These compounds were characterized by IR, 1H NMR, 13C NMR, and elemental analysis. Inhibitory activities of the title compounds were evaluated against yeast α-glucosidase. In particular, compounds 9c, 9d, and 9h exhibited high anti-α-glucosidase activity. Representatively, compound 9c with IC50 = 1.3 µM, was 576-times more potent than positive control acarbose. Molecular docking study of the most active compounds showed that these compounds formed important binding interactions at α-glucosidase active site. Molecular dynamics study of compound 9c was also performed and the obtained results were compared with acarbose. Compounds 9c, 9d, and 9h were also evaluated for in silico druglikeness properties and ADMET prediction. These studies showed that the title most potent compounds could be exploited as drug candidates.


Assuntos
Quinolinas , alfa-Glucosidases , Acarbose/farmacologia , Inibidores de Glicosídeo Hidrolases/química , Hidrazonas/química , Simulação de Acoplamento Molecular , Estrutura Molecular , Quinolinas/química , Saccharomyces cerevisiae/metabolismo , Relação Estrutura-Atividade , alfa-Glucosidases/metabolismo
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