New hydrazide-hydrazones of isonicotinic acid: synthesis, lipophilicity and in vitro antimicrobial screening

Chem Biol Drug Des. 2018 Apr;91(4):915-923. doi: 10.1111/cbdd.13158. Epub 2018 Jan 5.

Abstract

This study describes the synthesis, lipophilicity and in vitro antimicrobial assays of 15 new hydrazide-hydrazones of isonicotinic acid. New derivatives were obtained on the basis of the condensation reaction of isonicotinic acid hydrazide with different aromatic aldehydes. The chemical structure of synthesized compounds was confirmed by spectral methods. Experimental lipophilicity of new isonicotinic acid derivatives was determined using reversed-phase thin-layer chromatography. All synthesized compounds were subjected to in vitro antimicrobial assays against reference strains of Gram-positive bacteria, Gram-negative bacteria and fungi belonging to Candida spp. Some of the synthesized hydrazide-hydrazones proved to be significant antibacterial compounds and more potent than commonly used chemotherapeutic agents.

Keywords: MBC; MIC; antibacterial activity; antifungal activity; hydrazide-hydrazone.

MeSH terms

  • Anti-Infective Agents / chemical synthesis*
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / pharmacology
  • Candida / drug effects
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Bacteria / drug effects
  • Hydrazones / chemistry*
  • Isonicotinic Acids / chemical synthesis
  • Isonicotinic Acids / chemistry*
  • Isonicotinic Acids / pharmacology
  • Microbial Sensitivity Tests
  • Structure-Activity Relationship

Substances

  • Anti-Infective Agents
  • Hydrazones
  • Isonicotinic Acids