Abstract:
The MOPAC-AM1method was employed to optimize the molecular geometries of thirteen 3-substituted sulfur-5-(2-hydroxy-phenyl)-4H-1,2,4-triazole compounds.It was also used to calculate quantum chemical descriptors(
Lt) such as
EHOMO,
ELUMO,
QC1~
QC8,
QN1~
QN3,
QO and
QS of the compounds.The antibacterial activities(
IJ:
IM,
IE and
IS) of these compounds to
Monilia albican,
Escherichia coli and
Staphylococcus aureus along with the above descriptors were used to establish the quantitative structure-activity relationships(QSAR) with leaps-and-bounds regression analysis.It shows that the
ELUMO and
QS affect the bioactivities of these compounds directly.The insecticidal activities of the compounds increase with the increase of the
QS;however,the higher the
ELUMO is,the lower the
IJ is.The correlation coefficients(
R2) and leave-one-out(LOO) cross validation
Rcv2 were 0.913 and 0.806 for
IM model,0.907 and 0.838 for
IE model,0.881 and 0.771 for
IS model,respectively.The QSAR models have both favorable estimation stability and good prediction capability by using
Radj2,
F,
Rcv2,VIF,AIC,FIT tests.The results present important information for the antibacterial mechanism and will be useful for theoretical designing new active title compounds.