Roy D R, Parthasarathi R, Maiti B, Subramanian V, Chattaraj P K
Department of Chemistry, Indian Institute of Technology, Kharagpur 721302, India.
Bioorg Med Chem. 2005 May 16;13(10):3405-12. doi: 10.1016/j.bmc.2005.03.011.
Electrophilicity is one of the cardinal chemical reactivity descriptors successfully employed in various molecular reactivity studies within a structure-activity relationship parlance. The applications of this quantity in the modeling of toxicological properties have inspired us to perform a more exhaustive study in order to test and/or to validate the application of electrophilicity in assessing its chemical and toxicological potential. For this reason the toxicity of a large data set of molecules comprising 252 aliphatic compounds on the Tetrahymena pyriformis is studied. A quantitative structure-activity relationship analysis enabled us to model toxicity in terms of global and local electrophilicities, which provide a reasonably good prediction of aliphatic toxicity. It is heartening to note that the global and local electrophilicity values together can explain the toxicity of a large variety of aliphatic compounds nicely without resorting to any other descriptor or other microscopic/macroscopic physicochemical properties as is the situation in all other QSAR studies.
亲电性是在构效关系语境下成功应用于各种分子反应性研究的主要化学反应性描述符之一。该量在毒理学性质建模中的应用促使我们进行更详尽的研究，以测试和/或验证亲电性在评估其化学和毒理学潜力方面的应用。因此，我们研究了包含252种脂肪族化合物的大数据集对梨形四膜虫的毒性。定量构效关系分析使我们能够根据全局和局部亲电性对毒性进行建模，这对脂肪族毒性提供了相当不错的预测。令人欣慰的是，与所有其他定量构效关系研究的情况不同，全局和局部亲电性值共同能够很好地解释各种脂肪族化合物的毒性，而无需借助任何其他描述符或其他微观/宏观物理化学性质。
