高丽槐素的密度泛函理论研究  

Density functional theory investigation of Maackiain

作　　者：于军[1] 宋萍[2] 祁正兴[1] Yu Jun Song Ping Qi Zhengxing(Institute of Chemistry Environment＆Chemical Engineering, Qinghai University for Nationalities, Xining 810007, China The Department of Science and Technology, Qinghai University for Nationalities, Xining 810007, China)

机构地区：[1]青海民族大学化学化工学院,青海西宁810007 [2]青海民族大学科技处,青海西宁810007

出　　处：《计算机与应用化学》2017年第7期573-576,共4页Computers and Applied Chemistry

基　　金：国家自然科学基金资助项目(2016-2-ZJ-908);教育部"春晖计划"(Z2015070)

摘　　要：从分子结构的层面探讨高丽槐素的构效关系,深化对高丽槐素性质的了解和认识,利用ADF的GGA-B3LYP-3D方法,在TZP基组下对藏药高丽槐素进行了量化计算,得到了高丽槐素的分子几何结构参数,包括键长、键角和二面角的详细数据,在高丽槐素的结构中,碳氧键的键长在(1.385~1.51)?之间,这与氧原子的孤对电子参与了p-π共轭有关。基于对高丽槐素红外光谱的活性分析,IR显示高丽槐素分子化合物存在羟基、环醚、苯环结构。振动频率高表明高丽槐素分子的部分化学键强高,可见高丽槐素酚羟基的化学键不易断开,与其相关的反应活性较小。这与C(1)位置的C-O中的氧原子的p轨道与芳环形成p-π共轭体系,增强了C-O键的稳定性一致,但是,这也造成O-H中的氢原子较易脱除。通过计算得到Log P为-1.56,水合能为-80.766 k J?mol^(-1)。依据计算结果对高丽槐素的分子构型、偶极矩、疏水参数和前线轨道结构进行了详细分析,结果表明,在高丽槐素中B、D、E环是发生反应的主要活性点,与抗真菌作用有较大的关联性。We discussed structure-activity relationship of maackiain at molecular structure level, and deepen the learning and understanding of maaekiain＇s nature,The maackiain was calculated theoretically mainly based on a method named Density Functional Theory, we utilize GGA - B3LYP-3D at the TZP basis set level to carried on the theoretical calculation. We Got geometric structural parameters of maackiain molecular ,which have bond length, bond angle and dihedral angle etc. In the structure of maackiain, the C-O bond length is between 1.385 and 1.51 A, This is related to the solitary electrons of oxygen atoms involved in p-n conjugation .based on the activity analysis of maackiain＇s infrared spectrum, IR shows that there are hydroxyl,cyclic ether and benzene ring structure of the maackiain. The high vibrational frequency indicates that the chemical bonds of the locusts are strongly high, phenolic hydroxyl bond of maackiain is not easy to disconnect visibly, and its related reactivity is smaller. Which forms a p-~ conjugated system with the p-channel of oxygen atom and aromatic ring in the C-O at C （1）, Enhance the stability of the C-O bond, but, this also causes the hydrogen atoms in O-H to be more easily removed.Through calculation we get LogP is 1.56, hydration energy is 80.766 kJ/mol.The calculation was to figure out the molecular configuration, dipole moment, hydrophobic parameter, infrared spectroscopy and the front rail structure of the maackiain in details. The results show that the B, D, E rings of maackiain are the main points of reaction activity, which have a bigger relevance in antifimgal action.

关 键 词：高丽槐素 ADF 密度泛函 抗真菌活性 

分 类 号：TQ015.9[化学工程] TP391.9[自动化与计算机技术—计算机应用技术]