Antibacterial activities of novel nicotinic acid hydrazides and their conversion into N-acetyl-1,3,4-oxadiazoles

Bioorg Med Chem Lett. 2014 Dec 15;24(24):5796-5800. doi: 10.1016/j.bmcl.2014.10.029. Epub 2014 Oct 24.

Abstract

Synthesis of a series of novel N-acylhydrazones of nicotinic acid hydrazides 3a-j via condensation of nicotinic acid hydrazide 1 with the corresponding aldehydes and ketones is described. The series 3a-j was evaluated for in vitro antibacterial activity against two gram negative (Pseudomonas aeruginosa and Klebsiella pneumoniae) and two gram positive (Streptococcus pneumoniae and Staphylococcus aureus) bacteria. The zone of inhibition was measured using the disk diffusion method, and in vitro minimum inhibitory concentration indicating that compounds 3a and 3e were effective against P. aeruginosa with MICs of 0.220 and 0.195 μg respectively.

Keywords: 1,3,4-Oxadiazole; Antibacterial; Hydrazides; N-acetyl-1,3,4-oxadiazoles; N-acylhydrazone.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry
  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Crystallography, X-Ray
  • Disk Diffusion Antimicrobial Tests
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Bacteria / drug effects
  • Hydrazines / chemistry*
  • Ketones / chemistry
  • Molecular Conformation
  • Nicotinic Acids / chemistry*
  • Oxadiazoles / chemical synthesis
  • Oxadiazoles / chemistry*
  • Oxadiazoles / pharmacology

Substances

  • Aldehydes
  • Anti-Bacterial Agents
  • Hydrazines
  • Ketones
  • Nicotinic Acids
  • Oxadiazoles
  • 1,3,4-oxadiazole
  • nicotinic acid hydrazide