Synthesis and biological evaluation of novel angular fused Pyrrolocoumarins

J Enzyme Inhib Med Chem. 2008 Feb;23(1):43-9. doi: 10.1080/14756360701400801.

Abstract

Angular pyrrolocoumarins were synthesized from the reaction of 4-hydroxyindole or 5-hydroxyindole with DMAD and PPh(3) and were tested for anti-inflammatory and antioxidant activity. These compounds significantly inhibited the carrageenin-induced paw edema (60.5%-73.4%) and have important scavenging activity. Although their interaction with the free stable radical DPPH is not high, compound 9 is the most potent (73.4%) in the in vivo experiment. Compound 7 seems to be a potent LOX inhibitor. An attempt was made to correlate the biological results with their structural characteristics and physicochemical parameters.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Inflammatory Agents / chemical synthesis
  • Anti-Inflammatory Agents / pharmacology
  • Antioxidants / chemical synthesis
  • Antioxidants / pharmacology
  • Coumarins / chemical synthesis*
  • Coumarins / pharmacology*
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / pharmacology*
  • Free Radical Scavengers / pharmacology
  • Glycine max / enzymology
  • Humans
  • Lipoxygenase / metabolism
  • Prothrombin Time
  • Pyrroles / chemical synthesis*
  • Pyrroles / pharmacology*

Substances

  • Anti-Inflammatory Agents
  • Antioxidants
  • Coumarins
  • Enzyme Inhibitors
  • Free Radical Scavengers
  • Pyrroles
  • Lipoxygenase