摘要
目的:对槲皮素分子进行异戊烯化结构修饰,探索槲皮素异戊烯基修饰的最佳条件以及修饰产物的抗氧化活性。方法:以槲皮素、溴代异戊烯基为原料,采用威廉姆逊成醚法合成槲皮素异戊烯基修饰物,采用邻苯三酚自氧化法、DPPH法、Fenton反应法检测修饰产物体外对超氧阴离子自由基、DPPH自由基、羟自由基的清除作用。结果:槲皮素异戊烯基修饰的最佳反应条件为槲皮素与异戊烯基溴的比例为1∶1,在催化剂无水碳酸钾的作用下,60℃水浴冷凝逆流反应8h,经柱层析分离获得异戊烯基修饰物,HPLC检测产物出峰时间较槲皮素晚,获得的产物可能有两种,峰面积为48.9%。槲皮素经异戊烯基化修饰后,所得产物对羟自由基的清除率显著增加;低浓度时对超氧阴离子自由基的清除能力也增强,但对DPPH自由基的清除率低于槲皮素。结论:对槲皮素进行异戊烯基修饰,所得的异戊烯基修饰物是生物活性比槲皮素更高的新型活性化合物。
Objective：The best conditions of synthesizing quercetin isopentenyl modifier and the antioxidant activity of modified products were discovered. Methods：The Williamson forming ether method was adopted to synthesizing quercetin isopentenyl modifier with quercetin and prenyl bromide as raw reactants. Moreover,the scavenging effects of modified products in vitro on superoxide anion（by pyrogalloi autoxidation method）, DPPH radical and hydroxyl radicals（by Fenton reaction method） were evaluated. Results：The optimal reaction conditions to synthesize quercetin modifier were quercetin and prenyl bromide ratio of 1：1 ,the catalyst role of anhydrous potassium carbonate,60℃ water bath reflux condensation reaction 8h,separated by column chromatography to obtain modifications. HPLC retention times of the product detected later than quercetin,the product obtained may have two,peak area 48.9%. Quercetin by isopentenyl modification,the resulting products on hydroxyl radical and superoxide anion scavenging rate was significantly increased,but the removal of the DPPH radical was lower than that of quercetin. Conclusion ：After quercetin was modified by isopentenyl,the resulting product was a new active compounds which have higher biological activity than quercetin.
出处
《食品工业科技》
CAS
CSCD
北大核心
2014年第14期84-87,共4页
Science and Technology of Food Industry
基金
国家自然科学基金项目(31071537)
佛山科学技术学院校级重点课题
关键词
槲皮素
异戊烯化修饰
自由基
清除
quercetin
prenylation modification
free radicals
scavenging
