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SAR QSAR Environ Res ; 30(12): 899-917, 2019 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-31645133

RESUMEN

Influenza A virus (IAV) has caused epidemic infections worldwide, with many strains resistant to inhibitors of a surface protein, neuraminidase (NA), due to point mutations on its structure. A novel NA inhibitor named peramivir was recently approved, but no exhaustive computational research regarding its binding affinity with wild-type and mutant NA has been conducted. In this study, a thorough investigation of IAV-NA PDB entries of 9 subtypes is described, providing a list of residues constituting the protein-ligand binding sites. The results of induced-fit docking approach point out key residues of wild-type NA participating in hydrogen bonds and/or ionic interactions with peramivir, among which Arg 368 is responsible for a peramivir-NA ionic interaction. Mutations on this residue greatly reduced the binding affinity of peramivir with NA, with 3 mutations R378Q, R378K and R378L (NA6) capable of deteriorating the docking performance of peramivir by over 50%. 200 compounds from 6-scaffolds were docked into these 3 mutant versions, revealing 18 compounds giving the most promising results. Among them, CMC-2012-7-1527-56 (benzoic acid scaffold, IC50 = 32 nM in inhibitory assays with IAV) is deemed the most potential inhibitor of mutant NA resisting both peramivir and zanamivir, and should be further investigated.


Asunto(s)
Antivirales/química , Ciclopentanos/química , Inhibidores Enzimáticos/química , Guanidinas/química , Neuraminidasa/química , Proteínas Virales/química , Ácidos Carbocíclicos , Sitios de Unión , Concentración 50 Inhibidora , Simulación del Acoplamiento Molecular , Mutación , Neuraminidasa/antagonistas & inhibidores , Neuraminidasa/genética , Relación Estructura-Actividad Cuantitativa , Proteínas Virales/antagonistas & inhibidores , Proteínas Virales/genética
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