Predicting quantitative structure-activity relationship of substituted 17α-acetoxyprogesterones by molecular hybridization electronegativity-distance vector

A set of novel structural descriptors (molecular hybridization electronegativity-distance vector, VMEDh) was put forward, and the quantitative structure–activity relationship (QSAR) of a series of 17α-Acetoxyprogesterones (APs) was investigated. Taking into account the effect of various hybridized orbits on atomic electronegativities, we developed the structure descriptors with amended electronegativities to build a QSAR model. The 10-parameter model based on VMEDh yields a correlation coefficient R=0.972 and standard deviation SD=0.262, which are more desirable than those of the previous molecular electonegativity-distance vector (MEDV-4) (R=0.969, SD=0.275). By stepwise multiple linear regression, several parameters are selected to construct optimal models. The 7-parameter model based on VMEDh has R=0.960 and SD=0.276; its correlation coefficient (RCV) and standard deviation (SDCV) for leave-one-out procedure crossvalidation are respectively RCV=0.890 and SDCV=0.445. The 6-parameter MEDV-4 model has R=0.946, SD=0.304, RCV=0.903 and SDCV=0.406. It is demonstrated that VMEDh has desirable estimation performance and good predictive capability for this series of chemical compounds.

QSRR Study on the Components of Styrax Japonicus Sieb Flowers Using Improved Molecular Electronegativity-distance Vector (I-MEDV)

Atoms in most organic molecules are often carbon,oxygen,nitrogen,sulfur,halogens,etc. Based on the three-dimensional structure of a molecule,a molecular structural characterization（MSC） method called improved molecular electronegativity-distance vector（I-MEDV） was developed. It was used to describe the structures of 37 compounds of styrax japonicus sieb flowers. Through multiple linear regression（MLR）,a QSRR model was built up. The correlation coefficient（R1） of the model was 0.980. Then,4 vectors were selected to build another model through the method of stepwise multiple regression（SMR） ,and the correlation coefficient（R2） of the model was 0.975. Moreover,all the two models were evaluated by performing the crossvalidation with the leave-one-out（LOO） procedure and the correlation coefficients（Rcv） were 0.948 and 0.968,respectively. The results show that the I-MEDV could successfully describe the structures of organic compounds. The stability and predictability of the models were good.

Structural Characterization of Volatile Components of Rosa Banksiae Ait for Estimation and Prediction of Their Linear Retention Indices and Retention Times

The molecular electronegativity-distance vector （MEDV） was used to describe the molecular structure of volatile components of Rosa banksiae Ait, and QSRR model was built up by use of multiple linear regression （MLR）. Furthermore, in virtue of variable screening by the stepwise multiple regression technique, the QSRR models of 10 and 6 variables and linear retention index （LRI） 10, 7 and 6 varieables were built up by combinating MEDV with the Ultra2 column GC retention time （tR） of 53 volatile components of Rosa Banksiae Air. The multiple correlation coefficients （R） of modeling calculation values of QSRR model were 0.906, 0.906, 0.949, 0.943 and 0.949, respectively. The cross-verification multiple correlation coefficients （RCV） were 0.903, 0.904, 0.867, 0.901 and 0.904, respectively. The results show that the models constructed could provide estimation stability and favorable predictive ability.

Structural Characterization and Retention Time Prediction for Components of Essential Oil of Meconopsis Integrifolia Flowers

A molecular structural characterization （MSC） method called reduced molecular electronegativity-distance vector （MEDVR） was used to describe the molecular structures of 55 components of meconopsis integrifolia flowers. By use of stepwise multiple regression （SMR） and partial least square （PLS） methods, a model with the correlation coefficient （R1） of 0.987 and the standard deviation （SD1） of 1.377 could be obtained. Then through multiple linear regression （MLR）, another model with the correlation coefficient （R2） of 0.989 and standard deviation （SD2） of 1.395 could be constructed. Furthermore, in virtue of variable screening by the stepwise multiple regression technique （SMR）, 8 vectors were selected to build up another model with its correlation coefficient （R3） and standard deviation （SD3） of 0.989 and 1.366, respectively. Then all the three models were evaluated by performing cross-validation with the leave-one-out （LOO） procedure, and the correlation coefficients （QCV） were 0.981, 0.976 and 0.979, respectively. The results show that the models constructed could provide estimation stability and favorable predictive ability.