Łozowicka B, Kaczyński P, Magdziarz T, Dubis A T
a Institute of Plant Protection - National Research Institute , Bialystok , Poland.
SAR QSAR Environ Res. 2014;25(3):173-88. doi: 10.1080/1062936X.2013.875061. Epub 2014 Mar 7.
For the first time, a set of 56 compounds representing structural derivatives of naturally occurring alpha-asarone as an antifeedants against stored product pests Sitophilus granarius L., Trogoderma granarium Ev., and Tribolium confusum Duv., were subjected to the 3D QSAR studies. Three-dimensional quantitative structure-activity relationships (3D-QSAR) for 56 compounds, including 15 newly synthesized, were performed using comparative molecular field analysis s-CoMFA and SOM-CoMSA techniques. QSAR was conducted based on a combination of biological activity (against Coleoptera larvae and beetles) and various geometrical, topological, quantum-mechanical, electronic, and chromatographic descriptors. The CoMSA formalism coupled with IVE (CoMSA-IVE) allowed us to obtain highly predictive models for Trogoderma granarium Ev. larvae. We have found that this novel method indicates a clear molecular basis for activity and lipophilicity. This investigation will facilitate optimization of the design of new potential antifeedants.
首次对一组56种化合物进行了三维定量构效关系（3D-QSAR）研究，这些化合物代表天然存在的α-细辛脑的结构衍生物，作为针对仓储害虫谷象（Sitophilus granarius L.）、谷斑皮蠹（Trogoderma granarium Ev.）和杂拟谷盗（Tribolium confusum Duv.）的拒食剂。使用比较分子场分析s-CoMFA和SOM-CoMSA技术对56种化合物（包括15种新合成的化合物）进行了三维定量构效关系（3D-QSAR）研究。基于生物活性（针对鞘翅目幼虫和甲虫）与各种几何、拓扑、量子力学、电子和色谱描述符的组合进行了定量构效关系（QSAR）研究。CoMSA形式主义与IVE（CoMSA-IVE）相结合，使我们能够获得针对谷斑皮蠹（Trogoderma granarium Ev.）幼虫的高度预测性模型。我们发现，这种新方法揭示了活性和亲脂性的明确分子基础。这项研究将有助于优化新型潜在拒食剂的设计。
