Novel oxime based flavanone, naringin-oxime: Synthesis, characterization and screening for antioxidant activity


Ozyurek M. , Akpinar D., Bener M. , Turkkan B., Guclu K., Apak R.

CHEMICO-BIOLOGICAL INTERACTIONS, vol.212, pp.40-46, 2014 (Journal Indexed in SCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 212
  • Publication Date: 2014
  • Doi Number: 10.1016/j.cbi.2014.01.017
  • Journal Name: CHEMICO-BIOLOGICAL INTERACTIONS
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Page Numbers: pp.40-46
  • Keywords: Naringin, Naringin oxime, Flavanone oximes, Antioxidant activity, Cupric reducing antioxidant capacity (CUPRAC) assay, CAPACITY CUPRAC METHOD, GRAPEFRUIT JUICE, SCAVENGING ASSAY, FLAVONOIDS, PHENOLICS, PROLIFERATION, INHIBITION, COMPLEX, GROWTH, CELLS

Abstract

Recent interest in polyphenolic antioxidants due to their involvement in health benefits has led to the investigation of new polyphenolic compounds with enhanced antioxidant activity. Naringin (4 ',5,7-tri-hydroxyflavanone-7-beta-L-rhamnoglucoside-(1,2)-alpha-D-glucopyranoside) is one of the major flavanones in citrus and grapefruit. The present study aimed to synthesize naringin oxime from naringin and to evaluate its antioxidant and anticancer potential using in vitro assay system. The structure of the synthesized compound, naringin oxime, was elucidated by FT-IR, H-1 NMR, elemental analysis and UV-vis spectroscopy. Antioxidant capacity of naringin oxime, as measured by the cupric reducing antioxidant capacity (CUPRAC) method, was found to be higher than that of the parent compound naringin. Other parameters of antioxidant activity (scavenging effects on OH center dot, O-2(center dot-), and H2O2) of naringin and naringin oxime were also determined. (C) 2014 Elsevier Ireland Ltd. All rights reserved.