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Paper | Regular issue | Vol 92, No. 4, 2016, pp.680-687
Published online, 8th February, 2016
DOI: 10.3987/COM-16-13410
Antioxidant Activity of Ascorbic Acid Analogs Containing a Nitrogen Atom in the Ring

Shogo Nomura, Keiko Inami, and Masataka Mochizuki*

*Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda-shi, Chiba 278-8510, Japan

Abstract

Ascorbic acid (AscH2) is a powerful antioxidant and protects the human body from oxidative stresses by scavenging reactive oxygen species. AscH2 analogs containing a carbonyl conjugated ene-diol structure and endocyclic nitrogen atom were evaluated for their oxidation potentials by cyclic and differential pulse voltammetry. The oxidation potentials of AscH2 analogs in which the endocyclic oxygen atom of AscH2 was replaced by a single nitrogen atom were lower than those of AscH2 under both non-aqueous and aqueous conditions. The results demonstrate that these analogs can have powerful antioxidant activities under physiological conditions.