中药仙鹤草中异香豆素类化合物抗炎活性的DFT研究  

Density Functional Theory Investigation on Anti-inflammatory Activity of Isocoumarins From Agrimoniae Herba

作　　者：胡乔 孙璇 杨瑗瑗 赵聪聪 李瑾[1,2] 闫浩 左振宇 任宇星[1] HU Qiao;SUN Xuan;YANG Yuan-yuan;ZHAO Cong-cong;LI Jin;YAN Hao;ZUO Zhen-yu;REN Yu-xing(School of Pharmacy,Shaanxi University of Chinese Medicine,Xi'an Shaanxi 712046,China;School of Life,Northwest University of Technology,Xi'an Shaanxi 710072,China;Shaanxi Key Laboratory of Basic and New Herbal Medicament Research,Xi'an Shaanxi 712046,China)

机构地区：[1]陕西中医药大学药学院,陕西西安712046 [2]西北工业大学生命学院,陕西西安710072 [3]陕西省中药基础与新药研究重点实验室,陕西西安712046

出　　处：《当代化工》2023年第1期231-235,共5页Contemporary Chemical Industry

基　　金：陕西省重点研发计划一般项目(项目编号:2021SF0366);中国博士后基金面上项目(项目编号:2016M602994);陕西省教育厅重点项目(项目编号:20JS033);广西林产化工重点实验室开放基金(项目编号:GXFC16-06);陕西中医药大学培育项目(项目编号:2016PY16);国家级大学生创新创业项目(项目编号:202110716003)。

摘　　要：为了从原子水平上揭示仙鹤草中仙鹤内酯以及仙鹤草内酯-6-O-β-D-吡喃葡萄糖苷等异香豆素类化合物的结构与抗炎活性之间的关系,运用密度泛函理论DFT方法,在B3LYP/6-31G^(**)水平上对仙鹤内酯以及仙鹤草内酯-6-O-β-D-吡喃葡萄糖苷的结构和性质进行了理论计算,并通过分子对接对其结合位点做出预测及分析。从分子的酚羟基键长、NBO电荷、酚羟基解离能(BDE)、绝热电离势(IP)及分子与炎症靶点对接能等分析化合物的结构与抗炎活性之间的关系,并通过考察不同溶剂对化合物抗氧化活性的影响等方面分析化合物的抗炎构效关系。计算结果表明两个化合物的抗炎活性由强到弱顺序为:仙鹤内酯、仙鹤草内酯-6-O-β-D-吡喃葡萄糖苷,与实验活性结果一致。In order to investigate the anti-inflammatory activity of agrimonolide and agrimonolide 6-O-β-Dglucoside which are belong to the isocoumarins,quantum chemical calculations were conducted for the two isocoumarins by density functional theory(DFT)B3LYP method at the 6-31+G^(**)level.The structure and properties were obtained,and the binding sites were analyzed by molecular docking.The relationship between the structure and anti-inflammatory activity was analyzed by the bond length of phenolic hydroxyl,NBO charge,BDE,IP and docking energy of molecules with inflammatory targets.Meanwhile,the anti-inflammatory structure-activity of the compounds was analyzed by investigating the effect of different solvents on the antioxidant activity of the compounds.The results showed that the sequence of anti-inflammatory activity of the two isocoumarins from strong to weak was as follows:agrimonolide,agrimonolide 6-O-β-D-glucoside,which was consistent well with the experimental conclusions.

关 键 词：仙鹤草 异香豆素类化合物 密度泛函理论(DFT) 抗炎活性 分子对接 

分 类 号：R961[医药卫生—药理学] O641[医药卫生—药学]