硝基芳烃对鼠伤寒沙门氏菌毒性的DFT研究

硝基芳烃对鼠伤寒沙门氏菌毒性的DFT研究 DFT Study on Nitroaromatics Toxicity to Salmonella typhimurium 刘天宝 LIU Tianbao 1 first-author 彭艳芬 PENG Yanfen 1 池州学院化学材料与工程实验中心 池州学院化学材料与工程实验中心 Center of Chemical Engineering and Materials Science,Chizhou College Center of Chemical Engineering and Materials Science,Chizhou College 用DFT-B3LYP方法,在较高基组6-311G**水平下,全优化计算了20种硝基芳烃化合物,从中获得分子最高占用和最低空轨道能（EHOMO和ELUMO）、前线轨道能级差、分子总能量（ET）、硝基净电荷（QNO2）、与硝基相连的苯环碳原子上的净电荷（QC-NO2）、分子偶极矩（μ）和分子体积（V）.结合硝基芳烃化合物对沙门氏菌的致变毒性数据（lgNR）,由线性回归方法建立QSAR模型,其复相关系数R2=0.916.该模型的预测值与实验值基本吻合.进一步的分析表明,硝基芳烃化合物的毒性主要由ELUMO,QNO2和V决定.苯环上取代基的类型直接影响标题化合物的毒性大小,强吸电子基如硝基会降低ELUMO的大小,使化合物毒性增强;相反,给电子基团氨基的存在则会使化合物的毒性降低. The DFT-B3LYP method,with the basis set 6-311G,was employed to calculate the molecular geometries and electronic structures of 20 nitroaromatics. EHOMO,ELUMO,ΔE,ET,QNO2,QC-NO2,μ and V were selected as structural descriptors. The mutagenic toxicity （lg NR） of these compounds to Salmonella typhimurium along with the above eight structural parameters was used to establish the quantitative structure-activity relationships （QSAR） by multiple linear regression. The R2 for the model established in this study was 0.916. The values calculated by the model were in good agreement with the experiment values. The results indicate that the type of substituent affects the toxicity of nitroaromatics directly. A nitro group substitution increases the toxicity of the compounds,while on the contrary,an amino group substitution decreases their toxicity. 硝基芳烃 密度泛函理论（DFT） 定量构效关系（QSAR） 致变毒性 nitroaromatics density functional theory（DFT） quantitative structure-activity relationships（QSAR） mutagenic toxicity 10.14188/j.1671-8836.2010.01.019 R114 安徽省自然科学基金（090414190）;安徽省教育厅自然科学基金（2006KJ156B,KJ2009A122）;安徽省高等学校省级优秀青年人才基金（2010SQRL133）资助项目 2010-01-01 2021-04-01 1 56