楝酰胺(Rocaglamide)类化合物的三维定量构效关系  

3D-QSAR Study of Rocaglamide Analogues

作　　者：周一卉[1] 段红霞[1] 付滨[1] 马永强[1] 杜凤沛[1] 王明安[1] 覃兆海[1] 

机构地区：[1]中国农业大学理学院,北京100193

出　　处：《高等学校化学学报》2011年第5期1088-1093,共6页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:20772151)资助

摘　　要：采用比较分子力场分析(CoMFA)和比较分子相似因子分析(CoMSIA)方法,对训练集中的26个楝酰胺(Rocaglamide)类化合物进行了三维定量构效关系(3D-QSAR)研究,最终建立的CoMFA模型和CoMSIA模型的q2分别为0.593和0.656.并对测试集中的5个化合物的生物活性进行了预测,结果表明该方法具有较好的预测能力.CoMFA和CoMSIA的三维等值线图直观地解释了化合物结构中关键位置的取代基R1,R2及R5与活性的关系:R1位置的羰基应予以保留,R1末端应为氢键供体,R2和R5不应引入体积过大的官能团.对各种力场的贡献分析发现,氢键场对活性影响最为突出.Rocaglamide analogue with a cyclopentatetrahydrodenzofuran skeleton was shown for the pronounced insecticidal activities.Research on the three dimensional quantitative structure activity relationship（3D-QSAR） of 26 rocaglamide analogues in the training set,was carried with comparative molecular field analysis（CoMFA） and comparative molecular similarity indices analysis（CoMSIA）,to build a model for giving references to synthesize analogues with better activities.The cross validated coefficient（q2） was 0.593 and 0.656,respectively,in the resulting CoMFA and CoMSIA models,which were used to predict the activities of the training set and 5 analogues in the testing set,showing a favorable predictive ability.Dimensional contour maps of CoMFA and CoMSIA could not only show the visualized interpretation between the important groups in the analogues and activities,but also provide a guidance to improve the structures for prominent biological activities.R1 should be retained with H-donor in the end of the twig;functional R2 and R5 groups with small steric are well for activities.The results show that H-bonding is the most important for insecticidal activities.

关 键 词：楝酰胺类化合物 三维定量构效关系 比较分子力场分析 比较分子相似因子分析 

分 类 号：O629[理学—有机化学]