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The Application of Novel Electrochemical Approach to Antioxidant Activity Assay of Metal Porphyrins with Bulky 3,5-Diisobornyl-4-hydroxyphenyl Moieties
Institute of Chemistry, Komi Scientific Center, Ural Branch, Russian Academy of Sciences, Syktyvkar, Russia
Department of Medicinal Chemistry and Fine Organic Synthesis, Lomonosov Moscow State University, Moscow, Russia
Institute of Chemistry, Komi Scientific Center, Ural Branch, Russian Academy of Sciences, Syktyvkar, Russia
Department of Medicinal Chemistry and Fine Organic Synthesis, Lomonosov Moscow State University, Moscow, Russia
Department of Medicinal Chemistry and Fine Organic Synthesis, Lomonosov Moscow State University, Moscow, Russia
Institute of Chemistry, Komi Scientific Center, Ural Branch, Russian Academy of Sciences, Syktyvkar, Russia
Institute of Chemistry, Komi Scientific Center, Ural Branch, Russian Academy of Sciences, Syktyvkar, Russia
Institute of Chemistry, Komi Scientific Center, Ural Branch, Russian Academy of Sciences, Syktyvkar, Russia
Institute of Physiologically Active Compounds of Russian Academy of Sciences, Chernogolovka, Moscow Region, Russia
- 1 Institute of Chemistry, Komi Scientific Center, Ural Branch, Russian Academy of Sciences, Syktyvkar, Russia
- 2 Department of Medicinal Chemistry and Fine Organic Synthesis, Lomonosov Moscow State University, Moscow, Russia
- 3 Institute of Chemistry, Komi Scientific Center, Ural Branch, Russian Academy of Sciences, Syktyvkar, Russia
- 4 Department of Medicinal Chemistry and Fine Organic Synthesis, Lomonosov Moscow State University, Moscow, Russia
- 5 Department of Medicinal Chemistry and Fine Organic Synthesis, Lomonosov Moscow State University, Moscow, Russia
- 6 Institute of Chemistry, Komi Scientific Center, Ural Branch, Russian Academy of Sciences, Syktyvkar, Russia
- 7 Institute of Chemistry, Komi Scientific Center, Ural Branch, Russian Academy of Sciences, Syktyvkar, Russia
- 8 Institute of Chemistry, Komi Scientific Center, Ural Branch, Russian Academy of Sciences, Syktyvkar, Russia
- 9 Institute of Physiologically Active Compounds of Russian Academy of Sciences, Chernogolovka, Moscow Region, Russia
American Journal of Analytical Chemistry·Volume 05 (2014)·Pages 1028–1036·Published 13 November 2014·DOI10.4236/ajac.2014.515109
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Abstract
The complexes of biogenic metals (Zn 2+ ,Cu 2+ ,Co 2+ ,Mn 3+ ,Fe 3+ ) based on meso -tetra(3,5-diisobor- nyl-4-hydroxyphenyl)porphyrin 1 were synthesized. The electrochemical behavior of these com-pounds was studied using cyclic voltammetry (CV) and rotating disk electrode (RDE) techniques. The antioxidant activity of complexes was estimated by means of the electrochemical assay based on the hydrogen atom transfer reaction to the stable radical 2,2’-diphenyl-1-picrylhydrazyl (DPPH). The RDE method was applied for this process monitoring. It was shown that the efficiency of the metal complexes (Cu 2+ ,Co 2+ ,Mn 2+ ,Ni 2+ ,Fe 3+ ) is practically the same order as that of free base porphyrin 1. However the Zn 2+ complex demonstrates significantly higher antioxidant activity, and the stoichiometry of the reaction was determined as σ = 4. The results demonstrate that porphyrin macrocycle can directly affect the antioxidant properties of 2,6-diisobornylphenol.
KeywordsMetal PorphyrinsCyclic VoltammetryRotating Disk Electrode22’-Diphenyl-1-picrylhydrazylAntioxidant Activity
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