Isolation of a bioactive flavonoid from Spilanthes calva D.C. in vitro xanthine oxidase assay and in silico study

Biomedicine & Preventive Nutrition Pub Date : 2014-10-01 DOI:10.1016/j.bionut.2014.07.005

P. Jayaraj , Bijo Mathew , B. Parimaladevi , V. Alex Ramani , R. Govindarajan

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引用次数: 20

Abstract

An isoprenylated flavonoid was isolated from the aerial parts of the Spilanthes calva D.C. The structure of the isolated compound was ascertained by UV, IR, ¹H NMR, ¹³C NMR and mass analyses. The structure was elucidated as 6-(3-methylbut-1-enyl)-5,7-dimethoxy-4′-hydroxy flavone. The isolated compound was further evaluated by in vitro xanthine oxidase enzyme activity. Molecular docking study was carried out to establish the binding mode of isolated compound in the inhibitor-binding cavity of enzyme. The isoprenylated flavonoid was found to be possess potent xanthine oxidase inhibition activity with an IC₅₀ of 16.56 μM. Molecular docking study revealed that the potent action of the compound was due to the hydrogen bonding to ALA 1079 and π–π stacking interaction with PHE 914 in the inhibitor-binding cavity of xanthine oxidase.

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一种生物活性黄酮类化合物的分离、体外黄嘌呤氧化酶测定及硅片研究

通过紫外光谱(UV)、红外光谱(IR)、核磁共振氢谱(1H NMR)、核磁共振13C谱(NMR)和质谱分析等手段对化合物的结构进行了鉴定。结构鉴定为6-(3-甲基-1-烯基)-5,7-二甲氧基-4′-羟基黄酮。对分离得到的化合物进行体外黄嘌呤氧化酶活性评价。通过分子对接研究，建立分离化合物在酶抑制剂结合腔内的结合模式。异戊烯基黄酮具有较强的黄嘌呤氧化酶抑制活性，IC50为16.56 μM。分子对接研究表明，该化合物的强效作用是由于与ALA 1079的氢键和与PHE 914在黄嘌呤氧化酶抑制剂结合腔内的π -π堆叠相互作用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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Biomedicine & Preventive Nutrition

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