黄芪黄酮抗氧化活性的构效关系分析  

Structure-activity Relationship Analysis on Antioxidant Activity of Astragalus Flavonoidss

作　　者：陈星宇 谭魏 汪虹 杨广梅 陈聪梅 杨怡萌 CHEN Xing-yu;TAN Wei;WANG Hong;YANG Guang-mei;CHEN Cong-mei;YANG Yi-meng(College of Biological&Chemical Engineering,Chongqing University of Education,Chongqing 400067;Cooperative Innovation Center of Lipid Resources and Children s Daily Chemicals,Chongqing University of Education,Chongqing 400067;National Supercomputing Center in Shenzhen,Guangdong Shenzhen 518055,China)

机构地区：[1]重庆第二师范学院生物与化学工程学院,重庆400067 [2]重庆第二师范学院脂质资源与儿童日化品协同创新中心,重庆400067 [3]国家超级计算深圳中心,广东深圳518055

出　　处：《广州化工》2021年第24期26-30,共5页GuangZhou Chemical Industry

基　　金：重庆第二师范学院大学生科研项目(KY20200141);重庆市教委科学技术研究项目(KJQN201901613)。

摘　　要：借助于密度泛函理论,针对黄芪中5种重要的黄酮化合物(毛蕊异黄酮、毛蕊异黄酮苷、芒柄花素、芒柄花苷、9,10-二甲氧基紫檀烷)通过优化结构参数、捕获DPPH自由基的热力学能量分析、NBO电荷分布、半醌自由基的自旋密度分析等方面探讨黄芪黄酮化合物抗氧化活性的构效关系及内在规律。结果表明:5种黄芪黄酮化合物抗氧化活性为毛蕊异黄酮>毛蕊异黄酮苷>芒柄花素>9,10-二甲氧基紫檀烷>芒柄花苷,B环C_(3)-OH是黄芪黄酮发挥抗氧化活性的关键位点。With the aid of density functional theory,the structure-antioxidant activity relationship of five importantastrag alus flavonoid compounds(calycosin,calycosin-7-glucoside,formononetin,formononetin-7-glucoside,9,10-dimethoxy-pterocarpane)was analyzed.The optimized geometric configuration,the relative change in energy(ΔH)associated with the formation of various flavonoid radicals,NBO charges,the stability analysis of flavonoid radicals and the solvent effects of the four aforementioned flavonoids were conducted.The results showed that the order of the antioxidant activity of five astragalus flavonoids was as follows:calycosin>calycosin-7-glucoside>formononetin>9,10-dimethoxy-pterocarpane>formononetin-7-glucoside.The electron delocalization and intramolecular hydrogen bond finally results in the high activity of 3-OH in ring B of astragalus flavonoids.

关 键 词：黄芪黄酮 抗氧化 密度泛函理论计算 构效关系 

分 类 号：O64[理学—物理化学]