Synthesis, characterization and antioxidant capacity of naringenin-oxime

Abstract

The recognition of the benefits of polyphenolic antioxidants is eliciting increasing interest in the search for new polyphenolic derivatives with improved antioxidant activity. Since naringenin (4'5,7-trihydroxyflavanone) (NG) is one of the most abundant citrus and grapefruit polyphenolics and flavanone oximes were used in the synthesis of anticancer and radioprotector compounds having antiradical activity, the corresponding oxime of NG, naringenin oxime (NG-Ox), was synthesized and investigated. The structure of NG-Ox was characterized by FT-IR, (1)H NMR, elemental analysis, and the synthesized compound was screened for its antioxidant capacity by using the cupric reducing antioxidant capacity (CUPRAC) method. Trolox equivalent antioxidant capacity (TEAC) of NG-Ox was measured to be higher than that of the parent compound, NG. Other parameters of antioxidant activity (scavenging effects on center dot OH, O(2)(center dot-) and H(2)O(2)) of NG-Ox were also determined. (C) 2011 Elsevier B.V. All rights reserved.