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PEST MANAGEMENT SCIENCE · 2020 ·Vol. 76 ·期 9 ·2978-2985 · IF 3.75

Antifungal effects of 3-(2-pyridyl)methyl-2-(4-chlorphenyl) iminothiazolidine against Sclerotinia sclerotiorum

Xianfei Zhang,Jiuyong Xu,Solange Muhayimana,Hui Xiong,Xuefeng Liu,Qingchun Huang

BACKGROUND Sclerotinia stem rot (SSR) caused by Sclerotinia sclerotiorum threatens oilseed rape cultivation, and the emergence of fungicide-resistant strains has led to control failures worldwide. Identifying novel chemical alternatives with different modes of action and high antifungal activities is thus crucial. Herein we evaluated the antifungal effects of 3-(2-pyridyl)methyl-2-(4-chlorphenyl)imino- thiazolidine (PMAS) on S. sclerotiorum to determine its efficacy for SSR management. RESULTS PMAS had an inhibitory effect on mycelial growth; the EC 50 values were 17.83 and 21.15 μg mL −1 for the carbendazim-susceptible strain Ss01 and carbendazim-resistant strain Hm25, respectively. PMAS treatment changed the color of inhibited mycelia to green, and the hyphae were sustained in the undifferentiated stage. Cysteine supplementation made this green color disappear, whereas methionine enhanced the color. Moreover, PMAS treatment markedly inhibited oxalic acid biogenesis, increased free thiol content in mycelia, and weakened the activities of oxaloacetase and malate dehydrogenase, but had little effect on the activity of glyoxylate dehydrogenase. Cysteine could reverse the inhibitory effects of PMAS on mycelial morphogenesis and biochemical constituents, except thiol production. In the pot-culture experiment, PMAS showed a good protective effect, with the control efficacy being >91% on SSR. CONCLUSION PMAS appears to be an effective fungicide for SSR management. © 2020 Society of Chemical Industry

研究领域: 植物病理学 · 农学 · 分子生物学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF PEST SCIENCE · 2012 ·Vol. 86 ·期 2 ·353-360 · IF 1.509

Synthesis of N-substituted dimethylmaleimides and their antifungal activities against Sclerotinia sclerotiorum

Shen Zhenzhong,Fan Yongxian,Li Fuge,Chen Xiaolong,Shen Yinchu

Compounds with maleimide, both natural and synthesized, have good biological activities, especially the antifungal activity. In order to investigate the antifungal activity of dimethylmaleimides, 17 N -substituted dimethylmaleimides were prepared from the reactions of 2,3-dimethyl maleic anhydride and amines using a facile synthetic method in this paper. These compounds were evaluated for antifungal activities against Sclerotinia sclerotiorum by the mycelium growth rate method. They exhibited minimum inhibitory concentrations (MICs) ranging from 0.01–50.0 μg/mL, with N -(2-benzimidazole)-3,4-dimethylmaleimide being the most active one with an MIC of 0.01 μg/mL. The structure and activity relationship on these compounds indicated that the hydrophobicity of the N -substituents is associated with their antifungal activity. Compared to current antifungals, most of N -substituted dimethylmaleimides have a perfect activity for S. sclerotiorum control and low toxicity.

研究领域: 植物病理学 · 有机化学 · 农药学
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Journal of Integrative Agriculture · 2024 · IF 4.6

TbNACα negatively regulates Trichoderma breve T069 synthesis of ethyl caffeate and enhances antagonism of Sclerotium rolfsii1

Zhen Liu,Ning Xu,Jumei Hou,Tong Liu

The nascent polypeptide-associated complex (NAC) is involved in various biological functions in eukaryotes which have been extensively studied in animals and plants, but its role in the biocontrol action of microorganisms needs to be better understood. In this study, we investigated the function of TbNACα , one of the subunits of NAC, in the biocontrol activity of Trichoderma breve T069 against Sclerotium rolfsii . The TbNACα gene was deleted from T. breve T069, and the Δ TbNACα mutant showed significantly reduced mycelial growth, spore production, and spore germination. Additionally, volatile substances from Δ TbNACα had no significant effect on S. rolfsii , while non-volatile substances significantly inhibited the growth of S. rolfsii . Transcriptome sequencing results showed that compared to wild-type T069, the Δ TbNACα mutant had 3,398 differentially expressed genes, mainly regulating the expression of genes related to secondary metabolite biosynthetic enzymes, hydrolases, and membrane transport proteins. Untargeted metabolomics identified 50 upregulated metabolites (27 in positive ion mode and 23 in negative ion mode) in crude extracts from Δ TbNACα mutant metabolite broth. Moreover, the metabolic substances of ethyl caffeate had the strongest activity against S. rolfsii , with an EC 50 of 107.15 μg·mL -1 . Quantitative Real-time PCR (qPCR) analysis revealed that genes involved in the ethyl caffeate synthesis pathway were significantly upregulated in Δ TbNACα strains. This study provides a basis for the negative regulation of ethyl caffeate synthesis and elucidates the antagonistic inhibition mechanism of TbNACα in T. breve T069.

CAS / MDL: 102-37-4 23513-14-6
研究领域: 微生物学 · 分子生物学 · 植物病理学 · 生物化学 · 基因组学
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2025 · IF 6.2

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

Bo Luo,Mengxing Liu,Rongrong Li,Mengnan Zhou,Fengjia Zhang,Miao Wang,Yuqing Guo,Qingsi Zhang,Xinyi Liu,Yanbing Wu,Kun Fang,Rong Wang

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 7m exhibited the most promising antifungal efficacy against Rhizoctonia solani and Sclerotinia sclerotiorum with EC50 (half maximal effective concentration) values of 0.004 and 0.028 μg/mL, outperforming Boscalid and Fluxapyroxad. Furthermore, the detached leaf assay showed that 7m showed remarkable protective and curative efficacies against R. solani and significant inhibition of S. sclerotiorum 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 7m 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 7m held significant promise as a novel SDHI for the effective management of RSB and SSR, warranting further investigation.

研究领域: 农业化学 · 植物病理学 · 杀菌剂开发 · 计算化学 · 药物化学
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