黄芩素和黄芩苷抗氧化活性与结构关系的密度泛函理论研究.docVIP

黄苓素和黄苓昔抗氧化活性与结构关系 的密度泛函理论研究 刘靖丽崔莹超 刘靖丽 崔莹超 陕西中医药大学药学院 摘要： 采用密度泛函理论方法对黄苓素和黄苓昔分子进行构彖扫描，获得2个化合物 的最低能量构象并对其进行了全优化?从分子的几何结构、酚疑基解离能BDE、 绝热电离势IP、HOMO和LUMO能级以及其能级差AE (LUMO-HOMO)等方面分析 了 2个化合物的抗氧化活性与结构的关系?结果表明，C6位的酚為基为黄苓素和 黄苓昔的最大反应活性位点?在非极性溶剂中，化合物抗氧化活性取决于分子中 酚拜基的脱氢能力，黄苓背的抗氧化活性大于黄苓素的抗氧化活性?在极性溶剂 中，抗氧化活性取决于分子中单电子的电离势，黄苓昔的抗氧化活性大于黄苓 素的抗氧化活性. 关键词： 黄苓素;黄苓苛;抗氧化活性；密度泛函理论; 作者简介：刘靖丽(1984-),女，博士，讲师?主要研究方向：量子化学. 收稿日期：2017-06-02 基金：陕西省教育厅科学研究项目仃7JK0199) The density functional theory studies on the relationship between antioxidont activity and strueture of Baicalein and Baicalin LIU Jing-li CUI Ying-chao College of Pharmacy^^Shanxi Uni^ei^rb^ of Chinese Medicine; Abstract： The conformation of baicalein and baicalin were investigated by the Density Functional Theory method to search the minimum energy conformers. The properties of the stable conformers have been discussed in detail based on the molecular geometries, the bond dissociation enthalpies (BDE) and hydroxyl ionizeition potcntial (IP) , the cncrgics of the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) , the energy gap between HOMO and LUMO. It was found that the lower bond dissociation enthalpies (BDE) and ionization potential (IP) of the hydroxyl, the higher energy level of the HOMO and the smal 1 er A E (LUMOHIOMO) were bcncfit to the antioxidant activity of baicalcin and baicalin. The resu Its showed that anti oxida nt proper ties of baicalein and baicalin derived from dehydrogenation capacity of hydroxyl group and the electron abstraction, the C6-0H was the highest active site of baicalein and baical in. In non-polar solve nts, the anti oxidem t activity of baicalin was higher than that of baicalcin. However, in polar solvents, the antioxidant activity of baicalin was higher than that of baicalein. Keyword： baicalein; baicalin; antioxidation activity; DFT; Received： 2017-06-02 屮药黄苓为唇形科植物黄苓的干燥根，是常用屮药材z—,具有清热燥湿、泻火 解毒、止血安胎等功效，黄苓素和黄苓莒是其主耍药效成分上21?黄苓素化学名 称为5, 6, 7-三疑基黄酮，黄苓营是由黄苓素与一分子葡萄糖醛酸结