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Evaluation of N-Substituted 2,4-Dihydroxyphenylthioamide Fungicide Lipophilicity Using the Chromatographic Techniques HPLC and HPTLC

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Abstract

2,4-Dihydroxyphenylthioamide derivatives modified on the N-aryl ring have substantial fungicidal activity. To determine their quantitative structure–activity relationships their lipophilicity was determined by use of the chromatographic methods column liquid chromatography and thin-layer chromatography. Methanol–water systems were used as mobile phases and the linear dependences of retention (RM and log k) on volume fraction of organic modifier, φ, were determined. This enabled precise determination of lipophilicity (RMw and log kw) by extrapolation. Correlations were found between quantities characterizing the lipophilicity of the compounds. Deviations enabled discovery of compound structural features which increase or reduce lipophilicity. When these data were correlated with biological activity against the phytopathogenic fungi Alternaria alternata and Botrytis cinerea parabolic dependences were obtained.

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Correspondence to M. Kostecka.

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Kostecka, M., Niewiadomy, A. & Czeczko, R. Evaluation of N-Substituted 2,4-Dihydroxyphenylthioamide Fungicide Lipophilicity Using the Chromatographic Techniques HPLC and HPTLC. Chroma 62, 121–126 (2005). https://doi.org/10.1365/s10337-005-0597-5

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  • DOI: https://doi.org/10.1365/s10337-005-0597-5

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