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新型肟基黄烷酮,柚皮苷肟:合成、表征及抗氧化活性筛选。

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

机构信息

Department of Chemistry, Faculty of Engineering, Istanbul University, Avcilar, Istanbul, Turkey.

Department of Chemistry, Faculty of Engineering, Istanbul University, Avcilar, Istanbul, Turkey.

出版信息

Chem Biol Interact. 2014 Apr 5;212:40-6. doi: 10.1016/j.cbi.2014.01.017. Epub 2014 Feb 6.

DOI:10.1016/j.cbi.2014.01.017
PMID:24508591
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.

摘要

由于多酚类抗氧化剂在健康益处方面的作用,人们对其产生了浓厚的兴趣,这促使人们对具有增强抗氧化活性的新多酚类化合物进行了研究。柚皮苷(4',5,7-三羟基黄酮-7-β-L-鼠李糖苷-(1,2)-α-D-吡喃葡萄糖苷)是柑橘和葡萄柚中主要的类黄酮之一。本研究旨在从柚皮苷合成柚皮苷肟,并通过体外测定系统评估其抗氧化和抗癌潜力。通过傅里叶变换红外光谱(FT-IR)、(1)H NMR、元素分析和紫外可见光谱对合成化合物柚皮苷肟的结构进行了阐明。通过铜还原抗氧化能力(CUPRAC)法测定的柚皮苷肟的抗氧化能力高于母体化合物柚皮苷。还测定了柚皮苷和柚皮苷肟的其他抗氧化活性参数(对 OH、O2(-)和 H2O2 的清除作用)。

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