3D-Qsar on 1-Substituted Phenoxyacetoxyalkylphosphonates and Phosphinates Using CoMFA and CoMSIA

作者：He, Junbo; Dai, Guoqiang; Peng, Hao^*; He, Hongwu

来源：Phosphorus, Sulfur, and Silicon and the Related Elements, 2015, 190(1): 85-92.

DOI：10.1080/10426507.2014.931396

• CoMFA
• phosphinates
• CoMSIA
• Phosphonate
• pyruvate dehydrogenase

A three-dimensional quantitative structure-activity relationship (3D-QSAR) study was performed on two different chemical series, which have great herbicidal activity, employing comparative molecular field analysis (CoMFA) and comparative molecular similarity indices (CoMSIA) techniques to further investigate the structural requirement for the dicotyledonous stem inhibition. The optimal CoMFA and CoMSIA models obtained for the training set were all statistically significant with cross-validated coefficients (q(2)) of 0.702, 0.726 and conventional coefficients (R-2) of 0.980, 0.963, respectively. These models were validated by a set of six molecules that were not included in the training set. The CoMFA yielded comparable models for phosphonate and phosphinate derivatives highlighting the significance of steric and electrostatic fields toward dicotyledonous stem inhibitory activity. The CoMSIA models indicated the importance of electrostatic and hydrophobic fields toward dicotyledonous stem inhibitory activity. The CoMSIA steric and electrostatic field maps are in accordance with field distribution of CoMFA maps and consistent with structure-activity relationships.

• 出版日期2015-1-2
• 单位华中师范大学