Discovery of Highly Efficient Novel Potential Succinate Dehydrogenase Inhibitors Containing a Stilbene Group for Management of Sheath Blight of Rice and Sclerotinia Stem Rot of Oilseed Rape

In the search for novel succinate dehydrogenase inhibitors (SDHIs) fungicides for managing rice sheath blight (RSB) and sclerotinia stem rot (SSR), 28 pyrazole-4-carboxamides incorporating stilbene or diphenylacetylene scaffolds were synthesized and evaluated for antifungal activities. The results showed that compound <b>7m</b> exhibited the most promising antifungal efficacy against <i>Rhizoctonia solani</i> and <i>Sclerotinia sclerotiorum</i> with EC<sub>50</sub> (half maximal effective concentration) values of 0.004 and 0.028 μg/mL, outperforming Boscalid and Fluxapyroxad. Furthermore, the detached leaf assay showed that <b>7m</b> showed remarkable protective and curative efficacies against <i>R. solani</i> and significant inhibition of <i>S. sclerotiorum</i> growth on oilseed rape leaves, indicating that it had a promising application prospect for RSB and SSR management. Further SDH enzymatic inhibition assay, scanning electron microscopy (SEM), molecular docking studies, and molecular dynamics (MD) simulations revealed that compound <b>7m</b> shared an antifungal mechanism similar to that of Fluxapyroxad, which was further validated by density functional theory (DFT) and electrostatic potential (ESP) calculations. These findings suggested that <b>7m</b> held significant promise as a novel SDHI for the effective management of RSB and SSR, warranting further investigation.

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Journal
Journal of Agricultural and Food Chemistry
Published
2025-09-09
DOI
https://doi.org/10.1021/acs.jafc.5c03978
Primary Topic
Fungal Plant Pathogen Control
Type
article
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article

Discovery of Highly Efficient Novel Potential Succinate Dehydrogenase Inhibitors Containing a Stilbene Group for Management of Sheath Blight of Rice and Sclerotinia Stem Rot of Oilseed Rape

Kun Fang, Xinyi Liu, Bo Luo, Yanbing Wu et al.
1 links
Journal of Agricultural and Food Chemistry
Fungal Plant Pathogen Control
article

Discovery of Highly Efficient Novel Potential Succinate Dehydrogenase Inhibitors Containing a Stilbene Group for Management of Sheath Blight of Rice and Sclerotinia Stem Rot of Oilseed Rape

Kun Fang, Xinyi Liu, Bo Luo, Yanbing Wu, Fengjia Zhang, Qingsi Zhang, Rongrong Li, Miao Wang, Rong Wang, Yu-Qing Guo, Mengxing Liu, Mengnan Zhou
article en

Abstract

In the search for novel succinate dehydrogenase inhibitors (SDHIs) fungicides for managing rice sheath blight (RSB) and sclerotinia stem rot (SSR), 28 pyrazole-4-carboxamides incorporating stilbene or diphenylacetylene scaffolds were synthesized and evaluated for antifungal activities. The results showed that compound <b>7m</b> exhibited the most promising antifungal efficacy against <i>Rhizoctonia solani</i> and <i>Sclerotinia sclerotiorum</i> with EC<sub>50</sub> (half maximal effective concentration) values of 0.004 and 0.028 μg/mL, outperforming Boscalid and Fluxapyroxad. Furthermore, the detached leaf assay showed that <b>7m</b> showed remarkable protective and curative efficacies against <i>R. solani</i> and significant inhibition of <i>S. sclerotiorum</i> growth on oilseed rape leaves, indicating that it had a promising application prospect for RSB and SSR management. Further SDH enzymatic inhibition assay, scanning electron microscopy (SEM), molecular docking studies, and molecular dynamics (MD) simulations revealed that compound <b>7m</b> shared an antifungal mechanism similar to that of Fluxapyroxad, which was further validated by density functional theory (DFT) and electrostatic potential (ESP) calculations. These findings suggested that <b>7m</b> held significant promise as a novel SDHI for the effective management of RSB and SSR, warranting further investigation.

Journal of Agricultural and Food ChemistryVol. 73(38)
Xinyang Normal University (CN), Institute of Food Science & Technology (GB), Tea Research Institute (CN), Rocky Mountain Research (United States) (US), Northwest A&F University (CN)
Openalex Percentile: Top 81%
Fungal Plant Pathogen Control
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