Prediction of gas chromatographic retention indices of organophosphorus compounds by holographic QSRR

• 来源期刊: 科学通报（英文版）
• 年，卷（期）: 2009,（4）
• 页码范围: 635-641
• 页数: 7页
• 语种: 英文
• DOI: 10.1007/s11434-009-0035-4

摘要

A new molecular structure representation, molecular hologram, is employed to investigate the quanti-tative relationship between gas chromatographic retention indices and molecular structures for 41 methyl-esterified organophosphorus compounds (OPs). The quantitative structure-retention relation-ship (QSRR) model has been constructed for GC-RI of the selected OPs through partial least squares regression, which shows high statistical quality and predictive value with non-cross validation corre-lation coefficient r2 of 0.994, and cross validation correlation coefficient q2LOO values of 0.984. In order to verify the robustness and prediction capacity of the model, 30 OPs were randomly selected from the database as the training set, while the rest were used as the testing set. The result of PLS re-gressive analysis of the training set yields r2 of 0.995 and q2LOO of 0.982, suggesting the excellent ability to predict the GC-RIs of OPs in the testing set. Furthermore, the retention behavior of the compounds in GC stationary phase is discussed, and the effects of different groups on the OP side-chain in the in-teraction between OPs and the stationary phase are explored using HQSAR color code, which provides useful guideline for the retention rules of OPs and related compounds.