Three component one pot synthesis of 5-substituted 1-Aryl-2,3- diphenyl imidazoles: A novel class of promising antioxidants

Nagaraja Naik, H. Vijay Kumar, J. Rangaswamy, S. T. Harini, T. C. Umeshkumar

Research output: Contribution to journalArticlepeer-review

9 Scopus citations

Abstract

A novel series of structurally diverse 5-Substituted 1-Aryl-2,3-diphenyl imidazoles (2a-j) was synthesized by treatment of benzoin (1) with 4-hydroxy aniline, substituted benzaldehydes and NH4OAc in polyethylene glycol (PEG-400) under reflux condition in excellent yields. The newly synthesized compounds were characterized by spectral and elemental analysis and screened for their antioxidant properties by employing three in vitro assays like 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay, 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid (ABTS) assay and iron reducing power assay. Ascorbic acid was used as a standard antioxidant and the comparative study with newly synthesized compounds was also done. Among the analogues compounds 2e, 2g and 2j bearing hydroxy and methoxy groups on 2-substituted phenyl moiety respectively showed predominant antioxidant activity.

Original languageEnglish (US)
Pages (from-to)67-74
Number of pages8
JournalJournal of Applied Pharmaceutical Science
Volume2
Issue number11
DOIs
StatePublished - Nov 1 2012

Keywords

  • 5-Substituted 1-Aryl-2,3-diphenyl imidazoles
  • Antioxidant activity
  • Benzoin
  • Substituted benzaldehydes

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