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CoMFA Analyses on the Fungicidal Activity with N-phenylbenzensulfonamide Analogues against Gray Mold (Botrytis cinerea)  

Hwang, Tae-Yeon (Division of Applied Biologies and Chemistry, College of Agriculture and Life Science, Chungnam National University)
Kang, Kyu-Young (Division of Applied Life Science, Gyeongsang National University)
Sung, Nack-Do (Division of Applied Biologies and Chemistry, College of Agriculture and Life Science, Chungnam National University)
Publication Information
The Korean Journal of Pesticide Science / v.12, no.2, 2008 , pp. 111-117 More about this Journal
Abstract
The comparative molecular field analysis (CoMFA) for the fungicidal activity with N-phenylbenzenesulfonamide analogues (1-45) against gray mold (Botriyts cinerea) were studied quantitatively. The statistical values of CoMFA models had much better predictability and fitness than those of comparative molecular similarity indices analysis (CoMSIA) models. The statistical values of the optimized CoMFA I model were predictablity, $r^2_{cv.}(or\;q^2)=0.457$ and correlation coefficient, $r^2_{ncv.}=0.959$, and their fungicidal activity was dependent on the steric field (52%) and electrostatic field (35.6%) of the substrate molecules. And also, it was found that the optimized CoMFA I model with the sensitivity to perturbation ($d_q^{2) and prediction ($q^2=0.346$ & SDEP=0.614) produced by a progressive scrambling analysis was not dependent on chance correlation. From the results of graphical analyses on the contour maps with the optimized CoMFA I model, it is expected that the $R_3$ and $R_4$-substituents on the N-phenyl ring as steric favor group and para-substituents ($R_1$) on the S-phenyl ring as steric disfavor group will contribute to the fungicidal activity. Therefore, the optimized CoMFA I model should be applicable to the prediction of the fungicidal activities against gray mold.
Keywords
CoMFA; N-phenylbenzenesulfonamides; fungicidal activity; gray mold (Botrytis cinerea);
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