Hybrid Quinoline-Sulfonamide Complexes (M2+) Derivatives with Antimicrobial Activity

Molecules. 2020 Jun 26;25(12):2946. doi: 10.3390/molecules25122946.

Abstract

Two new series of hybrid quinoline-sulfonamide complexes (M2+: Zn2+, Cu2+, Co2+ and Cd2+) derivatives (QSC) were designed, synthesized and tested for their antimicrobial activity. The synthesis is straightforward and efficient, involving two steps: acylation of aminoquinoline followed by complexation with metal acetate (Cu2+, Co2+ and Cd2+) or chloride (Zn2+). The synthesized QSC compounds were characterized by FTIR and NMR spectroscopy and by X-ray diffraction on single crystal. The QSC compounds were preliminary screened for their antibacterial and antifungal activity and the obtained results are very promising. In this respect, the hybrid N-(quinolin-8-yl)-4-chloro-benzenesulfonamide cadmium (II), considered as leading structure for further studies, has an excellent antibacterial activity against Staphylococcus aureus ATCC25923 (with a diameters of inhibition zones of 21 mm and a minimum inhibitory concentration (MIC) of 19.04 × 10-5 mg/mL), a very good antibacterial activity against Escherichia coli ATCC25922 (with a diameters of inhibition zones of 19 mm and a MIC of 609 × 10-5 mg/mL), and again an excellent antifungal activity against Candida albicans ATCC10231 (with a diameters of inhibition zones of 25 mm and a MIC of 19.04 × 10-5 mg/mL).

Keywords: antimicrobial activity; hybrid quinoline-sulfonamide complexes; small-molecule drugs.

MeSH terms

  • Anti-Infective Agents / chemical synthesis*
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / pharmacology
  • Candida albicans / drug effects
  • Candida albicans / growth & development
  • Escherichia coli / drug effects
  • Escherichia coli / growth & development
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Organometallic Compounds / chemical synthesis*
  • Organometallic Compounds / chemistry
  • Organometallic Compounds / pharmacology
  • Quinolines / chemistry*
  • Spectroscopy, Fourier Transform Infrared
  • Staphylococcus aureus / drug effects
  • Staphylococcus aureus / growth & development
  • Sulfonamides / chemistry*

Substances

  • Anti-Infective Agents
  • Organometallic Compounds
  • Quinolines
  • Sulfonamides