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Synthesis, QSAR Study and Optimization of Propiophenone Oxime Derivatives
Author(s) -
CHEN Liang,
HUANG Ying,
XIE Wei,
CAO Jin,
NI Changchun,
SHEN Zhou,
LI Xiuli,
ZHANG Yibin,
SHEN Tianxiang,
YU Fei,
LIU Bin,
YUAN Liping,
YAO Jianhua
Publication year - 2009
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200990023
Subject(s) - chemistry , quantitative structure–activity relationship , oxime , propiophenone , sphaerotheca , antifungal , stereochemistry , computational chemistry , organic chemistry , ketone , botany , microbiology and biotechnology , fungicide , biology
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 ( r CV 2 , S and r 2 are 0.577, 0.258 and 0.962, respectively) and CoMSIA ( r CV 2 , S and r 2 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.