DFT法研究取代酚对黑头呆鱼的急毒性  

DFT study on substituted phenol compounds' acute toxicities to Fathead minnow

作　　者：刘天宝[1] 彭艳芬[1] 汪新[1] 

机构地区：[1]池州学院化学材料与工程实验中心,安徽池州247000

出　　处：《计算机与应用化学》2012年第2期175-177,共3页Computers and Applied Chemistry

基　　金：安徽省自然科学基金资助项目(090414190);安徽省教育厅自然科学基金资助项目(KJ2010B135);安徽省高等学校省级优秀青年人才基金资助项目(2010SQRL133);池州学院重点学科建设基金资助项目(2011XK04)

摘　　要：基于定量结构-活性相关(QSAR)研究酚类化合物的急毒性具有重要意义。运用DFT-B3LYP方法,在较高基组6-311G^(**)水平下,全优化计算25种取代酚。从中获得分子最高占用和最低空轨道能(E_(HOMO)和E_(LUMO))、前线轨道能级差(AE=EHOMOˉ尻_(LUMO))、分子次最高占用和次最低空轨道能(E_(NHOMO)和E_(NLUMO)、分子总能量(E_T)、氢原子所带的最高正电荷(q_H^+)、最负非氢原子的静电荷(g)、分子偶极矩(μ)和分子体积(V)等描述符。结合文献中标题化合物对黑头呆鱼急毒性值(-1g LC_(50)),由多元线性回归方法建成QSAR模型,采用内外双重验证的办法,深入分析和检验模型的稳健性。最佳模型的复相关系数(R^2),去一法(LOO)交替检验复相关系数(R^2_(CV)),外部预测样本复相关系数(R^2_(ext))分别为0.976,0.974和0.940,故所建QSAR模型的稳定性和预测能力良好。表明:取代酚对黑头呆鱼急毒性与分子体积、最负非氢原子的静电荷及分子总能量的相关性密切。Study on quantitative structure-activity relationships（QSAR） of substituted phenol compounds would be helpful for research on their acute toxicities to Fathead minnow.The DFT-B3LYP method,with the basis set 6-311G＊＊,was employed to calculate the molecular geometries and electronic structures of 25 substituted phenol compounds.E_（HOMO,E_（LUMO）,△E,E_（NHOMO）,E_（NLUMO）,E_T,q_h~＋,q^-,μand V were selected as structural descriptors.The acute toxicity（-lg LC_（50）） of these compounds to Fathead minnow along with the above ten structural parameters, was used to established the quantitative structure-activity relationships（QSAR） by multiple linear regression.The estimation stability and generalization ability of the model was strictly analyzed by both internal and external validation.The correlation coefficient（R^2）,leave-one-out （LOO） cross validation R^2_（cv）,predicted values versus experimental ones of external samples R^2_（ext）,of established the best model are 0.976,0.974 and 0.940,respectively.These show that the QSAR model has both favorable estimation stability and good prediction capability.The results indicate that there is a good multivariate linear relationship between the experimental values of the acute toxicity to Fathead minnow and the molecular volume,the lowest negative charge,the total energy of the molecule.

关 键 词：取代酚 密度泛函理论 定量构效关系 黑头呆鱼 

分 类 号：O641[理学—物理化学]