Katritzky A R, Chen K, Maran U, Carlson D A
Department of Chemistry, University of Florida, Gainesville 32611-7200, USA.
Anal Chem. 2000 Jan 1;72(1):101-9. doi: 10.1021/ac990800w.
A successful interpretation of the complex manner by which the GC retention indexes of methylalkanes produced by insects are related to chemical structure was achieved using the quantitative structure-property relationship (QSPR) method. A general QSPR model including mainly topological descriptors was obtained for 178 data points. The error of the model is similar to the experimental error. The model was supported by (i) leave-one-out cross validation and (ii) division into three sets and prediction of each set from the other two. As a further test of the utility of the model, retention indexes were successfully predicted for an external set of 30 methyl-branched hydrocarbons not involved in the deduction of the correction equation from the main data set. General trends of the structural variation of compounds in any given range of retention index are discussed. The average error was 4.6 overall and 4.3 for the 165 compounds remaining after leaving out small monomethyl alkanes.
运用定量结构-性质关系（QSPR）方法，成功诠释了昆虫产生的甲基烷烃的气相色谱保留指数与化学结构之间的复杂关系。针对178个数据点，获得了一个主要包含拓扑描述符的通用QSPR模型。该模型的误差与实验误差相近。该模型得到了以下两方面的支持：（i）留一法交叉验证；（ii）分为三组，并由另外两组对每组进行预测。作为对该模型实用性的进一步检验，成功预测了来自外部数据集的30种甲基支链烃的保留指数，这些化合物未参与从主要数据集中推导校正方程的过程。讨论了在任何给定保留指数范围内化合物结构变化的一般趋势。总体平均误差为4.6，剔除小的单甲基烷烃后剩余的165种化合物的平均误差为4.3。
