Design, Synthesis, Molecular Docking Analysis and Biological Evaluations of 4-[(Quinolin-4-yl)amino]benzamide Derivatives as Novel Anti-Influenza Virus Agents

Int J Mol Sci. 2022 Jun 4;23(11):6307. doi: 10.3390/ijms23116307.

Abstract

In this study, a series of 4-[(quinolin-4-yl)amino]benzamide derivatives as the novel anti-influenza agents were designed and synthesized. Cytotoxicity assay, cytopathic effect assay and plaque inhibition assay were performed to evaluate the anti-influenza virus A/WSN/33 (H1N1) activity of the target compounds. The target compound G07 demonstrated significant anti-influenza virus A/WSN/33 (H1N1) activity both in cytopathic effect assay (EC50 = 11.38 ± 1.89 µM) and plaque inhibition assay (IC50 = 0.23 ± 0.15 µM). G07 also exhibited significant anti-influenza virus activities against other three different influenza virus strains A/PR/8 (H1N1), A/HK/68 (H3N2) and influenza B virus. According to the result of ribonucleoprotein reconstitution assay, G07 could interact well with ribonucleoprotein with an inhibition rate of 80.65% at 100 µM. Furthermore, G07 exhibited significant activity target PA-PB1 subunit of RNA polymerase according to the PA-PB1 inhibitory activity prediction by the best pharmacophore Hypo1. In addition, G07 was well drug-likeness based on the results of Lipinski's rule and ADMET prediction. All the results proved that 4-[(quinolin-4-yl)amino]benzamide derivatives could generate potential candidates in discovery of anti-influenza virus agents.

Keywords: 4-[(quinolin-4-yl)amino]benzamide derivatives; RNA-dependent RNA polymerase; anti-influenza virus; molecular dynamics simulation; pharmacophore.

MeSH terms

  • Antiviral Agents / pharmacology
  • Benzamides / pharmacology
  • DNA Viruses
  • Influenza A Virus, H1N1 Subtype*
  • Influenza A Virus, H3N2 Subtype*
  • Molecular Docking Simulation
  • Ribonucleoproteins
  • Virus Replication

Substances

  • Antiviral Agents
  • Benzamides
  • Ribonucleoproteins