Design, synthesis and antimicrobial assessments of aminoacetylenic-piperazine nitroimidazole hybrid compounds

Z Naturforsch C J Biosci. 2022 Aug 10;78(3-4):113-121. doi: 10.1515/znc-2022-0043. Print 2023 Mar 28.

Abstract

A new series of aminoacetylenic nitroimidazole piperazine hybrid compounds were prepared via three-component reaction. Mannich-type reaction was utilized to couple the nitroimidazole containing propargylic moiety with secondary amines and formaldehyde in the presence of Cu (I) catalyst. The newly synthesized molecules 10a-10w, were characterized an ambiguously through NMR and mass spectrometry. The prepared compounds were assessed in vitro for their antibacterial activity against selected gram-positive and gram-negative bacteria. All of the compounds had shown insignificant activities toward gram-negative bacteria. While compounds 10m, 10q, 10s and 10t had shown moderate activities against the gram-positive bacteria Staphylococcus aureus, Bacillus subtilis and against fungi Escherichia coli and Proteus vulgaris.

Keywords: aminoacetylenic; nitroimidazole; piperazine; synthesis.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Infective Agents*
  • Gram-Negative Bacteria
  • Gram-Positive Bacteria
  • Microbial Sensitivity Tests
  • Nitroimidazoles*
  • Piperazine

Substances

  • Anti-Bacterial Agents
  • Piperazine
  • Nitroimidazoles
  • Anti-Infective Agents