新型苯并噻(噁)唑酮衍生物抑制黄瓜炭疽菌活性的QSAR研究

QSAR study on the antifungal activity of novel benzothiazolinone/benzoxazolone derivatives to colletotrichum orbiculare

基于原子类型电性拓扑指数(Es),建立新型苯并噻(噁)唑酮衍生物对黄瓜炭疽菌杀菌活性的定量构效关系模型。通过最佳变量子集回归建立了它们的最佳三元(E_(31)、E_(42)、E_(32))QSAR模型,其判定系数(R^2)为0.863,逐一剔除法交叉验证相关系数(R_(cv)2)为0.677,估计标准误差(R_(MS))为4.198。经R_(cv)2、V_(IF)、F_T、A_C等检验,该模型具有良好的稳健性及预测能力。结果显示,与杀菌活性相关的3个Es描述子对应结构碎片分别为硫醚键(-S-)、共轭硫醚键(a-S-a)和氟键(-F),其中-S-结构碎片与杀菌活性呈负相关关系,而a-S-a、-F则与杀菌活性呈正相关关系。

Electrotopological state index for atom type（ Es） was employed in the quantitative structure-activity relationship（ QSAR）studies on the antifungal activity（ Cb） of novel benzothiazolin-one/benzoxazol-one derivatives to the colletotrichum orbiculare.The QSAR models was established by using leaps-and-bounds regression,the coefficient of multiple determination（ R^2）,cross-validated coefficient of multiple determination（ R^2cv） of leave-one-out（ LOO） and the root mean square error of estimation（ RMS） of the optimal three variable（ E31,E42,E32） QSAR model were 0. 863,0. 677 and 4. 198,respectively.The QSAR model has both favorable estimation stability and good prediction capability by Rcv2,VIF,FT,ACtests. Results showed that 3 structural fragments,i. e.,conjugate thioether bond（ a-S-a）,thioether bond（-S-）,and Fluorine bond（-F） were closely correlated with the antifungal activities of new benzoyl thiourea derivatives.Furthermore,the structural fragment-S-was negatively correlated with the antitumor activity while a-Sa,-F were positively correlated with the antitumor activity.