二氢黄酮类化合物的核磁共振碳谱模拟研究

Calculation of ^(13)C Chemical Shifts of Dihydroflavone Using a Model Based on Atomic Electronegativity Interaction Vector

采用表征分子内部化学微环境的结构描述子原子电负性作用矢量(Atomic Electron-egativity Interaction Vector,AEIV)对255个共振碳原子进行了结构表征,应用多元线性回归技术建立了结构描述子AEIV与这些碳原子的13C NMR化学位移的定量相关模型.该定量结构谱图关系(定量构谱关系/QSSR)模型的复相关系数达到RMM=0.915,标准偏差为SDMM=14.879.采用留一法交互检验的结果为RCV=0.909,SDCV=15.324.结果表明,模型具有良好的估计力和稳定性.

In this study, atomic electro-negativity interaction vector （AEIV） and atomic state index （ASI） were formulated to describe the chemical environment and atomic state of 255 carbon atoms. Using the multiple linear regression （MLR） technique, a quantitative model was established to define the relationship between the ^13C NMR chemical shifts and the AEIV/ASI of these atoms. The correlation coefficients （R） and standard deviation （SD） of molecular modeling （MM） were RMM =0.915 and SDMM = 14.879 ppm, respectively. Leave-one-out （LOO） cross-validation （CV） technique was applied to validate the prediction capability of the model using an external test set, and the Roy and SDcv values were found to be 0.909 and 15.324 ppm, respectively. The resuits indicate that the model established has favorable predictive capability and satisfactory stability in estimation.