Design and straightforward synthesis of novel galloyl phytosterols with excellent antioxidant activity.
Design and straightforward synthesis of novel galloyl phytosterols with excellent antioxidant activity.
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DOI：
10.1016/j.foodchem.2014.04.093
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发表时间：
2014-11
期刊：
影响因子：
8.8
通讯作者：
Yuanqing Fu;Yan Zhang;Huiying Hu;Ying Chen;Rong Wang;Duo Li;Songbai Liu
中科院分区：
文献类型：
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作者：
Yuanqing Fu;Yan Zhang;Huiying Hu;Ying Chen;Rong Wang;Duo Li;Songbai Liu
通过将没食子酸直接酯化的方法将没食子酸引入到植物甾醇中，设计了一种新型没食子酸基植物甾醇。以没食子酸和植物甾醇为原料，通过温和的Steglich酯化反应成功地实现了酯化反应，该反应比酶法更直接。新合成的没食子酰化植物甾醇的结构经核磁共振、高效液相色谱-质谱仪和红外光谱确证。通过清除自由基、亚铁离子螯合和Rancimat方法对新型没食子酰化植物甾醇的进一步评价表明，它具有与最有效的脂溶抗氧化剂相媲美的优异的抗氧化活性。这种新型抗氧化剂为天然抗氧化剂提供了一种耐人寻味的解决方案，在食品工业中将有巨大的潜在应用前景。本研究建立的方法对其他酚类植物甾醇的开发具有一定的参考价值。
Novel galloyl phytosterols were rationally designed by incorporation of gallic acid into phytosterols through straightforward esterification. The esterification was successfully achieved by coupling of gallic acid and phytosterols through a mild chemical Steglich esterification reaction that is more straightforward than the enzymatic method. The identity of the newly synthesized galloyl phytosterols was confirmed by NMR, HPLC–MS and IR spectroscopies. Further evaluation of the novel galloyl phytosterols with radical scavenging, ferrous ion chelating, and Rancimat methods revealed its excellent antioxidant activities that are comparable to the most potent fat-soluble antioxidants. This novel antioxidant offers an intriguing solution for naturally derived antioxidants and will have great potential application as antioxidant in food industry. The methods developed in this study will be valuable for development of other phenolic phytosterols.