基于密度泛函理论的莫纳皮拉韦分子反应活性位点预测  

Prediction of Active Reaction Sites of Molnupiravir Molecule Based on Density Functional Theory

作　　者：唐海飞 陈丹 陈思 Tang Haifei;Chen Dan;Chen Si(Xiangtan Medicine&Health Vocational College,Xiangtan 411104,China)

机构地区：[1]湘潭医卫职业技术学院,湖南湘潭411104

出　　处：《广东化工》2022年第15期50-52,共3页Guangdong Chemical Industry

基　　金：湖南省教育厅科学研究项目(20C1803)。

摘　　要：目的:深入研究莫纳皮拉韦分子反应活性位点,为进一步理解莫纳皮拉韦化学性质、作用机理、构效关系,以及推动莫纳皮拉韦的结构改造和进一步开发利用提供理论参考;方法:基于量子化学密度泛函理论,运用Gaussian 16软件对莫纳皮拉韦分子结构进行优化,再运用Multiwfn软件对分子表面静电势、平均局部离子化能、前线分子轨道、原子电荷及概念密度泛函活性指数进行计算分析;结果:莫纳皮拉韦分子羰基O(23)和苯环H(27)附近存在静电势最小值点和最大值点。羰基O(23)原子附近具有表面静电势极小点,具有较高负电荷,较高f^(-)值,较小平均局部离子化能,为HOMO轨道。结论:莫纳皮拉韦分子中羰基O(23)和苯环H(27)在以静电吸引为主的反应中发挥重要作用。羰基O(23)、羟基O(8)及氨基N(7)为亲电反应活性位点,嘧啶环C(2)和C(6)原子为亲核反应活性位点。Objective:In order to provide a theoretical reference for further understanding of the chemical properties,mechanism of action,structure-activity relationship,to promote the structural transformation and further development and utilization of of molnupiravir,the active reaction sites of molnupiravir molecule were deeply researched.Methods:According to the calculation method of quantum chemical density functional theory,Gaussian 16 software was used to optimize the molecular structure of molnupiravir,and then the surface electrostatic potential,average local ionization energy,frontline molecular orbital,atomic charge,and conceptual density functional activity index were calculated and analyzed by Multiwfn software.Results:There are the minimum and maximum points of electrostatic potential near the carbonyl O(23)and the benzene ring H(27)of the molnupiravir molecule.The carbonyl O(23)has a minimum point of electrostatic potential on the surface of the molecule,also has a higher negative charge,a higher f^(-)value,a smaller average local ionization energy,and it is HOMO orbital.Conclusions:The carbonyl O(23)and the benzene ring H(17)in the molnupiravir molecule play an important role in the reaction dominated by electrostatic attraction.The carbonyl group O(23),hydroxyl group O(8)and amino group N(7)are the active sites for electrophilic reaction,and the atoms C(2)and C(6)of the pyrimidine ring are the active sites for nucleophilic reaction.

关 键 词：莫纳皮拉韦 反应活性位点 表面静电势 平均局部离子化能 原子电荷 

分 类 号：O641[理学—物理化学]