Synthesis, antifungal activity and QSAR study of 2-arylhydroxynitroindoles

A series of 2-arylhydroxynitroindoles were prepared and tested for antifungal activity in vitro. The preliminary bioassays indicated that some compounds are comparable to the commercial fungicide (triadimefon). To further explore the structure–activity relationships, the data set of the seventeen structures and their quantitative values of antifungal activities were used for QSAR modeling. Based on the obtained QSAR models four new chemical compounds were designed, synthesized and tested in fungicidal assays. Reasonable correspondence between the experimental and predicted values of antifungal activity was observed.

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► A number of new representatives of 2-arylhydroxynitroindoles were prepared.
► Some of them were found to be fungicides with excellent to good antifungal activity.
► The data set of the seventeen structures was used for QSAR modeling.