Pyrazole carboxanilide fungicides: I. Correlation of mitochondrial electron transport inhibition and anti-fungal activity |
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| Institution: | 1. Environmental Futures Research Institute, School of Natural Sciences, Griffith University, Brisbane, Queensland 4111, Australia;2. Key Laboratory of Soil Environment and Pollution Remediation, Institute of Soil Science, Chinese Academy of Sciences, Nanjing 210008, China;3. Department of Science, Information Technology and Innovation, Dutton Park, Queensland 4102, Australia;1. Organic Chemistry Department, Faculty of Science, Ain Shams University, Cairo, Egypt;2. Egyptian Petroleum Research Institute, Cairo, Egypt |
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| Abstract: | A series of carboxin-like compounds, the N-methylpyrazole carboxanilides and their mono- and dimethyl derivatives have been assayed as inhibitors of succinate dehydrogenase enzyme complexes (SDCs) isolated from Ustilago maydis, Rhizoctonia solani, Gaeumanomyces graminis, and Fusarium oxysporum. The pattern of inhibitory activity within the series was broadly similar for each of the fungi although minor differences indicated some structural variation between the enzyme complexes. There was a general correlation between inhibition of the SDCs isolated from R. solani and G. graminis and inhibition of mycelial growth of these same organisms which was consistent with the primary mode of action of these compounds being interference with mitochondrial electron transport. No such correlation was evident with F. oxysporum, where some of the compounds showed activity against the SDC but none had any effect on fungal growth. This suggests that if SDC inhibitory activity is the primary determinant of the anti-fungal activity of these compounds it does not necessarily determine their anti-fungal specificity: some possible explanations are offered. |
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