Synthesis and antibacterial activity of a novel series of DNA gyrase inhibitors: 5-[(E)-2-arylvinyl]pyrazoles

Bioorg Med Chem Lett. 2005 Oct 1;15(19):4299-303. doi: 10.1016/j.bmcl.2005.06.103.

Abstract

The 2-arylvinyl moiety in 1-(3-chlorophenyl)-3-(4-piperidyl)-5-[(E)-2-(5-chloro-1H-indol-3-yl)vinyl]pyrazole 2, which has previously shown improved DNA gyrase inhibition and target-related antibacterial activity, was transformed to other groups and the in vitro antibacterial activity of the synthesized compounds was evaluated. Many of the 5-[(E)-2-arylvinyl]pyrazoles synthesized in this study exhibited potent antibacterial activity against quinolone-resistant clinical isolates of gram-positive bacteria with minimal inhibitory concentration values equivalent to those against susceptible strains.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / pharmacology
  • Drug Resistance
  • Gram-Positive Bacteria / drug effects
  • Microbial Sensitivity Tests
  • Pyrazoles / chemical synthesis*
  • Pyrazoles / pharmacology
  • Quinolones
  • Structure-Activity Relationship
  • Topoisomerase II Inhibitors*

Substances

  • Anti-Bacterial Agents
  • Pyrazoles
  • Quinolones
  • Topoisomerase II Inhibitors