An efficient synthesis and antioxidant properties of novel imino and amino derivatives of 4-hydroxy coumarins

Arch Pharm Res. 2010 Jan;33(1):5-15. doi: 10.1007/s12272-010-2220-z. Epub 2010 Feb 27.

Abstract

Series of imino and amino derivatives of 4-hydroxy coumarins were synthesized via conventional and microwave promoted procedure and evaluated for antioxidant potential through different in vitro models such as (DPPH) free radical scavenging activity, linoleic acid emulsion model system, reducing power assay and phosphomolybdenum method. All prepared compounds possess good antioxidant activity and among them p-nitro-phenyl derivative 6c with IC50 at 25.9 microM possesses radical scavenging activity which is comparable to standard BHT, while the best reducing power was observed in a case of benzyl amino compound 8c (RP50 255.6 microM). Also, observed data indicated that compounds may serve as inhibitors of lipid peroxidation process.

MeSH terms

  • 4-Hydroxycoumarins / chemical synthesis*
  • 4-Hydroxycoumarins / chemistry*
  • Amines / chemical synthesis
  • Antioxidants / chemical synthesis*
  • Biphenyl Compounds / chemistry
  • Catalysis
  • Emulsions
  • Free Radical Scavengers / chemistry
  • Imines / chemical synthesis
  • Indicators and Reagents
  • Linoleic Acid / chemistry
  • Lipid Peroxidation
  • Magnetic Resonance Spectroscopy
  • Microwaves
  • Oxidation-Reduction
  • Picrates / chemistry

Substances

  • 4-Hydroxycoumarins
  • Amines
  • Antioxidants
  • Biphenyl Compounds
  • Emulsions
  • Free Radical Scavengers
  • Imines
  • Indicators and Reagents
  • Picrates
  • Linoleic Acid
  • 1,1-diphenyl-2-picrylhydrazyl