Synthesis, QSAR Study and Optimization of Propiophenone Oxime Derivatives†

A method combining chemical and biological experiments and computer-aided molecular design was used to optimize lead compounds with inhibiting activity against Sphaerotheca fuliginea. 44 propiophenone oxime derivatives were synthesized by 3-amino-1-arylpropan-1-one oxime and halohydrocarbon. The results of biological test showed that most of these compounds had inhibiting activity against Sphaerotheca fuliginea. QSAR study was done based on the experimental data of the 44 compounds. CoMFA (rCV2, S and r2 are 0.577, 0.258 and 0.962, respectively) and CoMSIA (rCV2, S and r2 are 0.583, 0.343 and 0.932 respectively) models were contributed and employed to design three new lead compounds whose prediction carcinogenic and mutagenic toxicities show impossibility. The performances of the two models are satisfied because the test results showed that their prediction activity and observed activity are corresponding.