理论线性溶解能参数在苯砜基羧酸酯类化合物急性毒性QSAR研究中的应用  

Application of TLSER descriptors in acute toxicity QSAR study of phenylsulfonyl carboxylate compounds

作　　者：杭烨超[1] 李吉来[2] 李卓[2] 黄旭日[2] 耿彩云[2] 李方实[1] 孙家锺[2] 

机构地区：[1]南京工业大学理学院,江苏南京210009 [2]吉林大学理论化学研究所理论化学计算国家重点实验室,吉林长春130023

出　　处：《分子科学学报》2006年第5期338-343,共6页Journal of Molecular Science

基　　金：教育部骨干教师基金资助项目;吉林省杰出青年基金资助项目

摘　　要：采用密度泛函理论方法,在B3LYP/6-31G(d)理论水平下,计算了45种苯砜基羧酸酯化合物的量子化学参数.经多元线性回归分析,得到描述此类化合物对发光菌急性毒性的模型:-lgEC50=3.02+6.24EHOMO-0.091μ-0.006P+1.22q(1)-6.67q(10),其中R=0.92,r2adj=0.82,F=42.0,q2=0.79.通过对模型进行分析,得到如下结论:苯环和酯基取代基的电负性越大,分子体积越小,毒性越大.该研究为探讨此类化合物急性毒性的机理奠定了理论基础.On the basis of theoretical linear solvation energy relationship（LSER） parameters, a new QSAR model was established to correlate the acute toxicities of 45 phenylsulfonyl carboxylate compounds. All the descriptors were derived from quantum chemical computation at the B3LYP/6-31G^＊ level of theory. Compared with the model from theoretical LSER parameters,the new model has better expression and prediction because more samples were employed. As shown below, two new descriptors （q（1）,q（lO）） were added,and its adequacy is R=0. 92,radj^2=0. 82,F=42.0,q^2=0. 79. -IgEC50 =3.02＋6.24×EHOMO-0. 091μ-0. 006P＋1.22q （1）-6.67q （10）. Some conclusions are presented in this contribution that the acute toxicities of these compounds increase with the negativity of the substitutes in ester groups and benzenes, decrease with the volume of the molecules and increase with the highest occupied molecule orbital energies. The present study may be helpful for probing the mechanism of action in acute toxicity of phenylsulfony1 carboxylate compounds and understanding the phenylsulfonyl carboxylate chemistry.

关 键 词：苯砜基羧酸酯 急性毒性 密度泛函理论 QSAR 

分 类 号：O640[理学—物理化学]