Synthesis and evaluation of novel p-coumaric acid amides as antioxidants

Nagaraja Naik, H. Vijay Kumar, Anitha

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

An efficient, two steps synthesis of p-coumaric acid amides was described. The key intermediate, 3-(4-hydroxyphenyl) acryloyl chloride (2) was obtained by conversion of p-coumaric acid (1) to its acid chloride in presence of thionyl chloride. Further, coupling of different aminophenols and substituted aminophenols by base condensation reaction affords p-coumaric acid amides (2a-e). The newly synthesized compounds were characterized by spectral and elemental analysis data and studied for their antioxidant properties using 2,2-diphenyl-l-picryl hydrazyl (DPPH) radical scavenging assay and inhibition on human Low-density lipoprotein (LDL) assay. All the compounds exhibited good potent activity dose dependently. Butylated hydroxy anisole (BHA) was used as a reference antioxidant and also the comparative study with newly synthesized compounds was done.

Original languageEnglish (US)
Pages (from-to)57-62
Number of pages6
JournalInternational Journal of Pharmacy and Pharmaceutical Sciences
Volume3
Issue number4
StatePublished - 2011

Keywords

  • 3-(4-Hydroxyphenyl) acryloyl chloride
  • Aminophenols
  • DPPH
  • p-Coumaric acid

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