title: Novel oxime based flavanone, naringin-oxime: synthesis, characterization and screening for antioxidant activity.
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.
authors: Department of Chemistry, Faculty of Engineering, Istanbul University, Avcilar, Istanbul, Turkey. Electronic address: mozyurek@istanbul.edu.tr.
authors: Mustafa
authors: M
authors: Ozyürek
authors: Department of Chemistry, Faculty of Engineering, Istanbul University, Avcilar, Istanbul, Turkey.
authors: Damla
authors: D
authors: Akpınar
authors: Department of Chemistry, Faculty of Engineering, Istanbul University, Avcilar, Istanbul, Turkey.
authors: Mustafa
authors: M
authors: Bener
authors: Department of Chemistry, Faculty of Science and Letters, Harran University, Osmanbey, Şanlıurfa, Turkey.
authors: Baki
authors: B
authors: Türkkan
authors: Department of Chemistry, Faculty of Engineering, Istanbul University, Avcilar, Istanbul, Turkey.
authors: Kubilay
authors: K
authors: Güçlü
authors: Department of Chemistry, Faculty of Engineering, Istanbul University, Avcilar, Istanbul, Turkey.
authors: Reşat
authors: R
authors: Apak
mesh_terms: D000818:Animals; D045744:Cell Line, Tumor; D049109:Cell Proliferation; D060326:Chemistry Techniques, Synthetic; D004285:Dogs; D004353:Drug Evaluation, Preclinical; D044950:Flavanones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D016166:Free Radical Scavengers / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006861:Hydrogen Peroxide / Q000737:chemistry; D017665:Hydroxyl Radical / Q000737:chemistry; D010091:Oximes / Q000737:chemistry*; D013481:Superoxides / Q000737:chemistry
chemical_list: D044950:Flavanones; D016166:Free Radical Scavengers; D010091:Oximes; D013481:Superoxides; D017665:Hydroxyl Radical; D006861:Hydrogen Peroxide; C005274:naringin
keywords: Antioxidant activity; Cupric reducing antioxidant capacity (CUPRAC) assay; Flavanone oximes; Naringin; Naringin oxime