硝基芳烃为衍生物的定量结构-活性关系

Quantitative Structure-activity Relationship for Nitroaromatic Compounds

对硝基芳烃类衍生物进行半经验分析轨道MNDO计算 ,求得全优化几何构型和电子结构。发现硝基氧原子的电荷平均值Q以及分子的LUMO能级值ELUMO与实验毒性呈线性相关 ,其多项式相关方程为 :-lgEC50 =9.1 0 7+1 9.54Q - 0 .996ELUMO,r=0 .949,F=1 0 .2 7(>F0 .0 0 1 )。无论从相关系数 ,还是从显著性检验看 ,-lgEC50 与Q和ELUMO之间存在非常显著的相关关系。

Semiempirical calculations at the MNDO level were performed on nitroaromatic compounds to obtain fully optimized geometries and electronic structures. The toxicities of nitroaromatic compounds are found to be in linear relationship with both average atomic charges on oxygen atom of nitro group and energies of LUMO. It was deduced that the diffusion of nitroaromatic compounds across membrane of cell and the formation of radical anion metabolite are the control process of the toxic mechanism.