Synthesis and Biological Evaluation of Quinoline Derivatives as a Novel Class of Broad-Spectrum Antibacterial Agents

Molecules. 2019 Feb 2;24(3):548. doi: 10.3390/molecules24030548.

Abstract

Nineteen new quinoline derivatives were prepared via the Mannich reaction and evaluated for their antibacterial activities against both Gram-positive (G⁺) and Gram-negative (G-) bacteria, taking compound 1 as the lead. Among the target compounds, quinolone coupled hybrid 5d exerted the potential effect against most of the tested G⁺ and G- strains with MIC values of 0.125⁻8 μg/mL, much better than those of 1. Molecular-docking assay showed that compound 5d might target both bacterial LptA and Top IV proteins, thereby displaying a broad-spectrum antibacterial effect. This hybridization strategy was an efficient way to promote the antibacterial activity of this kind, and compound 5d was selected for the further investigation, with an advantage of a dual-target mechanism of action.

Keywords: LptA; Mannich reaction; antibacterial agents; quinoline derivatives; structure-activity relationship.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology
  • Carrier Proteins / chemistry
  • Escherichia coli Proteins / chemistry
  • Gram-Negative Bacteria / drug effects*
  • Gram-Negative Bacteria / pathogenicity
  • Gram-Positive Bacteria / drug effects*
  • Gram-Positive Bacteria / pathogenicity
  • Microbial Sensitivity Tests
  • Molecular Docking Simulation
  • Quinolines / chemical synthesis
  • Quinolines / chemistry*
  • Quinolines / pharmacology
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Carrier Proteins
  • Escherichia coli Proteins
  • LptA protein, E coli
  • Quinolines
  • quinoline