• Exploring antioxidant reactivity and molecular structure of phenols by means of two coupled assays using fluorescence probe (2,3-diazabicyclo[2.2.2]oct-2-ene, DBO) and free radical (2,2-diphenyl-1-picrylhydrazyl, DPPH·)

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    • Keywords


      Phenolic compounds; DPPH; 2,3-diazabicyclo[2.2.2]oct-2-ene (DBO); antioxidant activity– structure relationship.

    • Abstract


      Phenolic compounds can be considered as themost important bioactive compounds in Mediterranean diet. However, many of the complex connections between phenols antioxidant reactivity and their molecular structure remain unsolved. To shine light on these issues, the antioxidant reactivity of 15 relevant phenolic compounds was studied. Two different analytical approaches were combined: (a) the well-established 2,2- diphenyl-1-picrylhydrazyl (DPPH·) stable free radical assay, and (b) the 2,3-diazabicyclo[2.2.2]oct-2-ene (DBO)fluorescent probe assay. The results obtained confirm how certain structural features (i.e., hydroxyl and methoxy groups, alkyl and alkenyl chains) play a critical role in the singular antioxidant response exhibited by eachphenolic compound. This knowledge provides decisive information to select a specific phenolic compound as an antioxidant additive or for the chemical design of new antioxidants.

    • Author Affiliations



      1. Department of Chemistry and Material Sciences, Area of Analytical Chemistry, Faculty of Experimental Sciences, University of Huelva, Agrifood Campus of International Excellence, ceiA3. Avd. Tres de Marzo S/N, 21007 Huelva, Spain
      2. Department of Inorganic and Analytical Chemistry, Faculty of Chemical and Pharmaceutical Sciences, University of Chile, P.O. Box 233, Santiago, Chile
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