Croni M T, Bowers G S, Sinks G D, Schultz T W
School of Pharmacy and Chemistry, Liverpool John Moores University, England.
SAR QSAR Environ Res. 2000;11(3-4):301-12. doi: 10.1080/10629360008033237.
QSARs based upon the logarithm of the octanol-water partition coefficient, log P, and energy of the lowest unoccupied molecular orbital, ELUMO were developed to model the toxicity of aliphatic compounds to the marine bacterium Vibrio fischeri. Statistically robust, hydrophobic-dependent QSARs were found for chloroalcohols and haloacetonitriles. Modelling of the toxicity of the haloesters and the diones required the use of terms to describe both hydrophobicity and electrophilicity. The differences in intercepts, slopes, and fit of these models suggest different electrophilic mechanisms occur between classes, as well as within the diones and haloesters. In order to model globally the toxicity of aliphatic compounds to V. fischeri, all the data determined in this study were combined with those determined previously for alkanones, alkanals, and alkenals. A highly predictive two-parameter QSAR [pT15 = 0.760(log P) - 0.625(ELUMO) - 0.466; n = 63, s = 0.462, r2 = 0.846, F = 171, Pr > F = 0.0001] was developed for the combined data that models across classes and is independent of mechanisms of action. The toxicity of these compounds to V. fischeri compares well to the toxicity (50% population growth inhibition) to the ciliate Tetrahymena pyriformis (r2 = 0.850).
基于正辛醇 - 水分配系数的对数（log P）和最低未占分子轨道能量（ELUMO）建立了定量构效关系（QSARs），以模拟脂肪族化合物对海洋细菌费氏弧菌的毒性。对于氯醇和卤代乙腈，发现了具有统计学稳健性的、依赖疏水性的QSARs。卤代酯和二酮毒性的建模需要使用描述疏水性和亲电性的术语。这些模型在截距、斜率和拟合度方面的差异表明，不同类别之间以及二酮和卤代酯内部发生了不同的亲电机制。为了全面模拟脂肪族化合物对费氏弧菌的毒性，将本研究中测定的所有数据与先前测定的链烷酮、链烷醛和链烯醛的数据相结合。针对合并后的数据开发了一个具有高度预测性的双参数QSAR [pT15 = 0.760(log P) - 0.625(ELUMO) - 0.466；n = 63，s = 0.462，r2 = 0.846，F = 171，Pr > F = 0.0001]，该模型跨类别建模且与作用机制无关。这些化合物对费氏弧菌的毒性与对纤毛虫梨形四膜虫的毒性（50%种群生长抑制）相当（r2 = 0.850）。
