Access to a new class of biologically active quinoline based 1,2,4-triazoles

Eur J Med Chem. 2014 Jan:71:24-30. doi: 10.1016/j.ejmech.2013.10.059. Epub 2013 Nov 1.

Abstract

As an aspect of our ongoing research in search of new antimicrobial armamentarium, a series of 1,2,4-triazol-3-ylthio-acetamides was constructed and in vitro analyzed for their antimicrobial activity against several bacteria and fungi. Aiming to establish an increased potency, the bioassay results were matched to those of 1,3,4-oxadiazoles, utilized previously. Remarkably, 1,2,4-triazoles were found to possess a good spectrum of antifungal potency, which eventually suggested the azole template as an essential pharmacophore to diversify the biological occupations of the attendant molecules. However, it was noticed that the potency of final analogs against each strain placed reliance on the type of substituent present on benzothiazole ring. The structures of final compounds were confirmed with the aid of IR, (1)H NMR, (13)C NMR spectroscopy and CHN analysis.

Keywords: 1,2,4-Triazole; Antimicrobial activity; Benzothiazole; Quinoline; α-Naphthyl isothiocyanate.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / pharmacology*
  • Bacteria / drug effects*
  • Bacterial Infections / drug therapy
  • Fungi / drug effects*
  • Humans
  • Microbial Sensitivity Tests
  • Mycoses / drug therapy
  • Quinolines / chemistry*
  • Quinolines / pharmacology*
  • Structure-Activity Relationship
  • Triazoles / chemistry*
  • Triazoles / pharmacology*

Substances

  • Anti-Infective Agents
  • Quinolines
  • Triazoles
  • 1,2,4-triazole
  • quinoline