Synthesis, anti-bacterial and anti-oxidant properties of thiadiazaphosphol-2-ones

Chem Pharm Bull (Tokyo). 2008 Oct;56(10):1486-9. doi: 10.1248/cpb.56.1486.

Abstract

4-Amino-5-phenyl-4H-1,2,4-triazole-3-thiol (1) underwent facile condensation with various phosphorus dichlorides (2a-j) in the presence of triethylamine in dry tetrahydrofuran at 60-65 degrees C and afforded corresponding thiadiazaphosphol-2-ones (3a-j). Their chemical structures were characterized using IR, (1)H-, (13)C-, (31)P-NMR and Mass spectral studies. All the title compounds were screened for antioxidant properties by radical scavenging methods such as 1,1-diphenyl-2-picryl hydrazyl (DPPH), hydroxyl and lipid peroxidation. They exhibited potent in vitro antioxidant activity dose dependently. Their bioassay showed them to possess significant antibacterial activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / pharmacology*
  • Antioxidants / chemical synthesis*
  • Antioxidants / pharmacology*
  • Ascorbic Acid / chemistry
  • Bacteria / drug effects
  • Biphenyl Compounds
  • Ferric Compounds / chemistry
  • Free Radical Scavengers / chemical synthesis
  • Free Radical Scavengers / pharmacology
  • Hydroxyl Radical / chemistry
  • Lipid Peroxidation / drug effects
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Microbial Sensitivity Tests
  • Organophosphorus Compounds / chemical synthesis*
  • Organophosphorus Compounds / pharmacology*
  • Picrates / chemistry
  • Spectrophotometry, Infrared
  • Thiadiazoles / chemical synthesis*
  • Thiadiazoles / pharmacology*

Substances

  • Anti-Bacterial Agents
  • Antioxidants
  • Biphenyl Compounds
  • Ferric Compounds
  • Free Radical Scavengers
  • Organophosphorus Compounds
  • Picrates
  • Thiadiazoles
  • Hydroxyl Radical
  • 1,1-diphenyl-2-picrylhydrazyl
  • Ascorbic Acid