Synthesis, conformational analysis and free radical scavenging activity of some new spiropyranoquinolinones

Chem Pharm Bull (Tokyo). 2003 May;51(5):522-9. doi: 10.1248/cpb.51.522.

Abstract

A series of novel spiroadamantyl- and spirocyclical substituted pyranoquinolin-2-ones were synthesized and the conformation of the pyran ring was investigated. The free radical scavenging activity of the synthesized compounds was determined by their interaction with the stable free radical 1,1-diphenyl-2-picrylhydrazyl (DPPH). All compounds tested scavenged the DPPH radical and among them derivatives possessing extended conjugation showed the highest activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biphenyl Compounds
  • Chromatography, Thin Layer
  • Free Radical Scavengers / chemical synthesis*
  • Free Radical Scavengers / pharmacology*
  • Hydrogen Bonding
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Conformation
  • Picrates / chemistry
  • Quinolones / chemical synthesis*
  • Quinolones / pharmacology
  • Spiro Compounds / chemical synthesis*
  • Spiro Compounds / pharmacology
  • Structure-Activity Relationship

Substances

  • Biphenyl Compounds
  • Free Radical Scavengers
  • Indicators and Reagents
  • Picrates
  • Quinolones
  • Spiro Compounds
  • 1,1-diphenyl-2-picrylhydrazyl