Synthesis and anticandidal evaluation of new benzothiazole derivatives with hydrazone moiety

J Enzyme Inhib Med Chem. 2016 Oct;31(5):714-20. doi: 10.3109/14756366.2015.1060481. Epub 2015 Aug 6.

Abstract

In this study, we have performed the synthesis of new N'-(arylidene)-4-[(benzothiazol-2-yl)thio]butanoylhydrazide derivatives (3a-s) bearing azole moiety and hydrazone group in a lipophilic structural framework. The target compounds were prepared by a three step synthetic procedure starting from 2-mercaptobenzothiazole. The structures of the target compounds were elucidated by IR, (1)H NMR, (13)C NMR spectra and elemental analysis. The antifungal activity of the obtained compounds has been determined against a number of clinic and fluconazole-resistant Candida strains by using microdilution method. Compounds (3a-3s) exhibited anticandidal activity in different ratios varying between the range of MIC: 50 and 200 µg/mL.

Keywords: 2-Mercaptobenzothiazole; anticandidal; antifungal; hydrazone.

MeSH terms

  • Antifungal Agents / chemical synthesis
  • Antifungal Agents / pharmacology
  • Benzothiazoles / chemical synthesis*
  • Benzothiazoles / pharmacology*
  • Candida / drug effects*
  • Drug Resistance, Fungal / drug effects
  • Fluconazole
  • Hydrazones / chemistry
  • Hydrazones / pharmacology
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Molecular Structure

Substances

  • Antifungal Agents
  • Benzothiazoles
  • Hydrazones
  • Fluconazole