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  • Novel oxime based flavanone, naringin-oxime: synthesis, characterization and screening for antioxidant activity.

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

Chemico-biological interactions (2014-02-11)
Mustafa Ozyürek, Damla Akpınar, Mustafa Bener, Baki Türkkan, Kubilay Güçlü, Reşat Apak
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-trihydroxyflavanone-7-β-l-rhamnoglucoside-(1,2)-α-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, (1)H 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, O2(-), and H2O2) of naringin and naringin oxime were also determined.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Naringin, ≥95% (HPLC)
Sigma-Aldrich
Naringin, ≥90% (HPLC), from citrus fruit
Supelco
Naringin, analytical standard
Naringin, European Pharmacopoeia (EP) Reference Standard