• 关键词：酚衍生物  三维定量构效关系(3D-QSAR)  比较分子场分析(CoMFA)  比较分子相似性指数分析(CoMSIA)

• 基金项目：国家自然科学基金资助项目(No. 20977046)

• 王甫洋
• 南京大学金陵学院 化学与生命科学学院, 南京 210089

• 张学胜
• 南京大学环境学院 污染控制与资源化研究国家重点实验室, 南京 210046

• 刘辉
• 嘉兴学院 生物与化学工程学院, 嘉兴 314001

• 摘要：测定了16种酚衍生物对青海弧菌(Q67)的半致死浓度EC₅₀(mol·L^-1), 通过比较分子力场分析方法(CoMFA)和比较分子相似性指数分析方法(CoMSIA), 对16种酚衍生物的毒性进行了三维定量结构-活性相关(3D-QSAR)研究, 建立了CoMFA和CoMSIA模型. 其中CoMFA模型交叉验证相关系数Q² = 0.703, 非交叉验证相关系数R² = 0.983, F检验值F = 178.635; CoMSIA模型交叉验证相关系数Q² = 0.588, 非交叉验证相关系数R² = 0.946, F检验值F = 52.074, 所建立的模型均有较强的稳定性和良好的预测能力. 通过分析比较CoMFA和CoMSIA的三维等势图, 全面直观地了解了酚衍生物的结构对致毒性的影响. 在酚类化合物毒性作用过程中, 化合物的氢键供受体特性因素起主要作用, 其次是取代基的电负性和疏水性特征.

• Abstract：The inhibition toxicities of 16 phenol derivatives to Vibrio-qinghaiensis sp.-Q67 were determined. A systematic study of three-dimensional quantitative structure activity relationship (3D-QSAR) on these compounds with respect to their fungicidal activities against Vibrio-qinghaiensis sp.-Q67 was conducted through comparative molecular field analysis (CoMFA) and comparative molecular similarity index analysis (CoMSIA). The coefficients of cross-validation Q² and non cross-validation R² for CoMFA model were 0.703 and 0.983, respectively, for CoMSIA model were 0.588 and 0.946; and F for CoMFA and CoMSIA models were 178.635 and 52.074, respectively. The results indicated that the two models had strong stability and good predictability. The 3D contour maps suggested that the H-bonding donor and H-bonding acceptor factors have greater impact on toxicity function, followed by the electrostatic and hydrophobic factors.

• Key words：derivatives of phenol  three-dimensional quantitative structure activity relationship(3D-QSAR)  comparative molecular field analysis(CoMFA)  comparative molecular similarity index analysis(CoMSIA)

• 
  摘要点击次数： 2308 全文下载次数： 2990