Jasmonates and related compounds,including amino acid conjugates of jasmonic acid,have regulatory functions in the signaling pathway for plant developmental processes and responses to the complex equilibrium of biotic and abiotic stress.But the molecular details of the signaling mechanism are still poorly understood.Statistically significant quantitative structure-property relationship models (r2>0.990) constructed by genetic function approximation and molecular field analysis were generated for the purpose of deriving structural requirements for lipophilicity of amino acid conjugates of jasmonic acid.The best models derived in the present study provide some valuable academic information in terms of the 2/3D-descriptors influencing the lipophilicity,which may contribute to further understanding the mechanism of exogenous application of jasmonates in their signaling pathway and designing novel analogs of jasmonic acid as ecological pesticides.
Zu-Guang Li Ke-Xian Chen Hai-Ying Xie Jian-Rong Gao
Quantitative structure activity relationship (QSAR) studies were performed on 45 anthranilic acid derivatives for their potent allosteric inhibition activities of HCV NS5B polymerase. Genetic algorithm based genetic function approximation (GFA) method of variable selection was used to generate the model. Highly statistically significant model with r2 = 0.966 and r2CV = 0.951 was obtained when the number of descriptors in the equation was set to 5. High r2pred value of 0.884 indicates the good predictive power of the best model. Spatial descriptors of radius of gyration (RadOfGration), molecular volume (Vm), length of molecule in the z dimension (Shadow-Zlength), thermodynamic descriptors of the octanol/water partition coefficient (LogP) and molecular refractivity index (MR) showed enormous contributions to HCV NS5B polymerase inhibition. The validation of the model was done by leave-one-out (LOO) test, randomization tests and external test set prediction. The model gives insight on indispensable structural requirements for the activity and can be used to design more potent analogs against HCV NS5B polymerase.
