Synthesis and evaluation of 4-hydroxyphenylacetic acid amides and 4-hydroxycinnamamides as antioxidants

Bioorg Med Chem Lett. 2002 Sep 16;12(18):2599-602. doi: 10.1016/s0960-894x(02)00479-1.

Abstract

4-Hydroxyphenylacetic acid amides and 4-hydroxycinnamamides were synthesized and their antioxidant and neuroprotective activities were evaluated. Among the prepared compounds, 8b, and exhibited potent inhibition of lipid peroxidation in rat brain homogenates, and marked DPPH radical scavenging activities. Furthermore, and exhibited neuroprotective action against the oxidative damage induced by the exposure of primary cultured rat cortical cells to H(2)O(2), xanthine/xanthine oxidase, or Fe(2+)/ascorbic acid. Based on these results, we found that was the most potent antioxidant among the compounds tested.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry
  • Animals
  • Antioxidants / chemical synthesis*
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Cells, Cultured
  • Cerebral Cortex / cytology
  • Cerebral Cortex / drug effects
  • Coumaric Acids / chemical synthesis*
  • Coumaric Acids / chemistry
  • Coumaric Acids / pharmacology*
  • Phenylacetates / chemical synthesis*
  • Phenylacetates / chemistry
  • Phenylacetates / pharmacology*
  • Propionates
  • Rats

Substances

  • Amides
  • Antioxidants
  • Coumaric Acids
  • Phenylacetates
  • Propionates
  • 4-hydroxyphenylacetic acid
  • p-coumaric acid