单取代苯衍生物的QSAR研究——分子表面积和活性基团表面积的应用

QSAR STUDIES OF MONO-SUBSTITUTED BENZENE DERIVATIVES - APPLICATION OF MOLECULAR SURFACE AREA AND THE SURFACE AREA OF ACTIVE GROUP

本文对30种单取代苯衍生物的结构和毒性关系进行了研究,由于取代基的多样性和性质的各不相同,用量子化学计算所得电子性质参数、拓扑指数和某些经验参数作描述参数,均不能得到好的与毒性的相关性.为此,引入了与取代基相关的取代基活性基因表面积,再加上反映分于总体性质和形状的分子表面积及三阶形状指数,所得回归方程较好地反映了结构和毒性关系.这也说明了对于单取代苯衍生物,取代基在致毒作用中可能起重要作用.

Structure-toxicity relationship of 30 mono-substituted benzene derivatives were studied. Becuase variety of substituents and defference of their properties, when electronic property parameters obtained by quantum chemical computations, topological indices and some empirical parameters were used as descriptors, the good correlation could not be attained. Then, a surface area of the active group was introduced, together with a molecular surface area and a third-order molecular shape index, which reveal a total molecular property and shape, the regression equation obtained reflects better the relationship between structers and toxicities. It is also showed that substituents could play an important role in the toxic effect of mono-substituted benzene derivatives.