KMID : 0903519920350010014
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Journal of the Korean Society of Agricultural Chemistry and Biotechnology 1992 Volume.35 No. 1 p.14 ~ p.22
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Antifungal activity of N - [1 -(benzotriazol - 1 - yl) aryl] arylamine derivatives and quantitative structure - activity relationships(QSAR)
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Abstract
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A series of new N-[1-(benzotriazol-1-yl)aryl]arylamine derivatives were synthesized and their antifungal activities (pI_(50)) in vitro against Pyricularia oryzae, Fusarium oxysporum f. sp. sesami, Valsa ceratosperma and Botrytis cinerea were dertermined by the agar medium dilution method. From the results of the quantitative structure-activity relationships (QSAR_S) analysis, hydrophobicity(¥ð), electronic(¥Ò¥ò) and molar refractivity(¥ÒM_R) parameter of X & Y-substituents on the phenyl group were also shown to be important factor in determining the variation in the antifungal activity. 4-Bromo group substituents (1d & 2b) were the most effective compounds and the half-life(T_(1/2)) on the hydrolysis of X(1) at netural pH was about 1.5 day. Molecular orbital(MO) functions of substrate compound, linear free energy relationships(LFER_S) on the antifungal reactivity arid the results of molecular design were also discussed.
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KEYWORD
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