New polyphenolic beta-lactams with antioxidant activity

Chem Biodivers. 2008 May;5(5):811-29. doi: 10.1002/cbdv.200890077.

Abstract

Novel 4-alkylidene-beta-lactams with a polyphenolic side chain were synthesized and evaluated as radical scavengers. We have undertaken a detailed study of the antioxidant activity in vitro with chemical and biological testing of the new beta-lactams and of the corresponding methyl polyhydroxy benzoates. Antioxidant activity of beta-lactams and methyl benzoates was measured with the Briggs-Rauscher oscillating reaction, the TEAC (Trolox( Equivalent Antioxidant Capacity) assay, and as ability to inhibit ROS (=Reactive Oxygen Species) production on myoblast H9c2 cells. The results were discussed with regard to mechanism and correlated with structural parameters.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemical synthesis
  • Antioxidants / chemistry*
  • Antioxidants / classification
  • Antioxidants / pharmacology*
  • Benzoates / chemistry
  • Benzoates / pharmacology
  • Cell Line
  • Cell Survival / drug effects
  • Flavonoids / chemistry*
  • Molecular Structure
  • Phenols / chemistry*
  • Polyphenols
  • Structure-Activity Relationship
  • beta-Lactams / chemical synthesis
  • beta-Lactams / chemistry*
  • beta-Lactams / classification
  • beta-Lactams / pharmacology*

Substances

  • Antioxidants
  • Benzoates
  • Flavonoids
  • Phenols
  • Polyphenols
  • beta-Lactams
  • methyl benzoate