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Synthesis of new 2,5-di-substituted 1,3,4-oxadiazoles bearing 2,6-di-tert-butylphenol moieties and evaluation of their antioxidant activity

Shakir RM 1 , Ariffin A 2 , Abdulla MA 3

Affiliations 

  • 1 Department of Chemistry, Faculty of Science, University of Malaya, Kuala Lumpur 50603, Malaysia. raiedalsayab@yahoo.co.uk
  • 2 Department of Chemistry, Faculty of Science, University of Malaya, Kuala Lumpur 50603, Malaysia. azhar70@um.edu.my
  • 3 Department of Molecular Medicine, Faculty of Medicine, University of Malaya, Kuala Lumpur 50603, Malaysia. ammeen@um.edu.my
Molecules, 2014;19(3):3436-49.
PMID: 24658568 DOI: 10.3390/molecules19033436

Abstract

Eleven new 2,6-di-tert-butyl-4-(5-aryl-1,3,4-oxadiazol-2-yl)phenols 5a-k were synthesized by reacting aryl hydrazides with 3,5-di-tert butyl 4-hydroxybenzoic acid in the presence of phosphorus oxychloride. The resulting compounds were characterized based on their IR, ¹H-NMR, ¹³C-NMR, and HRMS data. 2,2-Diphenyl-1-picrylhydrazide (DPPH) and ferric reducing antioxidant power (FRAP) assays were used to test the antioxidant properties of the compounds. Compounds 5f and 5j exhibited significant free-radical scavenging ability in both assays.

* Title and MeSH Headings from MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.

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