Design, Synthesis, Insecticidal Activity, and SAR of Aryl Isoxazoline Derivatives Containing Pyrazole-5-carboxamide Motif

Journal of Agricultural and Food Chemistry, Journal Year: 2023, Volume and Issue: 71(40), P. 14458 - 14470

Published: Oct. 2, 2023

It is important to develop new insecticides with a mode of action because increasing pesticide resistance. In this study, series novel aryl isoxazoline derivatives containing the pyrazole-5-carboxamide motif were designed and synthesized. Their structures confirmed by 1H NMR, 13C HRMS. Bioassays indicated that 24 compounds synthesized possessed excellent insecticidal activity against Mythimna separate no Aphis craccivora Tetranychus cinnabarinus. Among these derivatives, 3-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydrozol-3-yl)-N-(4-fluorophenyl)-1-methyl-1H-pyrazole-5-carboxamide (IA-8) had best M. separate, which comparable positive control fluralaner. The molecular docking results compound IA-8 fluralaner GABA model demonstrated same between in active site GABA. Molecular structure comparisons ADMET analysis can potentially be used design more compounds. structure–activity relationships are also discussed. This work provided an insecticide for further optimization.

Language: Английский

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A Comprehensive Investigation of Hydrazide and Its Derived Structures in the Agricultural Fungicidal Field

Journal of Agricultural and Food Chemistry, Journal Year: 2023, Volume and Issue: 71(22), P. 8297 - 8316

Published: May 30, 2023

Hydrazides are present in many bioactive molecules and exhibit a variety of biological activities, such as insecticidal, herbicidal, antifungal, antitumor, antiviral effects. In this Review, we review the application hydrazide its derived structures agricultural fungicidal field, including monohydrazides, diacylhydrazines, hydrazide-hydrazones, sulfonyl hydrazides. addition, antifungal mechanism action derivatives was analyzed summarized, mainly involving succinate dehydrogenase inhibitors, laccase targeting plasma membranes. Finally, based on structural analysis novel lead compounds, structure–activity relationship constructed development trend applications prospected. It is hoped that Review can provide some significant guidance for new fungicides future.

Language: Английский

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Deeper Insights on the Nonlinear Optical Properties of O-acylated Pyrazoles

Journal of Electronic Materials, Journal Year: 2024, Volume and Issue: 53(4), P. 1868 - 1883

Published: Feb. 16, 2024

Language: Английский

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Novel Flavonol Derivatives Containing 1,3,4-Thiadiazole as Potential Antifungal Agents: Design, Synthesis, and Biological Evaluation

ACS Omega, Journal Year: 2024, Volume and Issue: unknown

Published: April 5, 2024

In order to discover novel compounds with excellent agricultural activities, flavonol derivatives containing 1,3,4-thiadiazole were synthesized and evaluated for their antifungal activities. The bioassay results showed that some of the target had good activities against Botrytis cinerea, Phomopsis sp. Sclerotinia sclerotiorum in vitro. It is worth noting half-effective concentration (EC50) value Y18 B. cinerea was 2.4 μg/mL, which obviously superior azoxystrobin (21.7 μg/mL). curative activity at 200 μg/mL (79.9%) better than (59.1%), its protective (90.9%) (83.9%). Morphological studies by using scanning electron microscopy fluorescence revealed could affect normal growth mycelium. addition, mechanism action indicated integrity cell membranes inducing production endogenous reactive oxygen species release malondialdehyde content, leading membrane lipid peroxidation contents. inhibitory on plant fungi notable, offering significant potential development new agents.

Language: Английский

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Exploring the potential in postharvest preservation of sweet potato: 2-methylbutanoic acid, isobutyric acid, perillaldehyde and salicylaldehyde, to control Rhizopus stolonifer

Postharvest Biology and Technology, Journal Year: 2024, Volume and Issue: 210, P. 112785 - 112785

Published: Jan. 17, 2024

Language: Английский

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Targeting tubulin protein to combat fungal disease: Design, synthesis, and its new mechanistic insights of benzimidazole hydrazone derivatives

International Journal of Biological Macromolecules, Journal Year: 2025, Volume and Issue: unknown, P. 140226 - 140226

Published: Jan. 1, 2025

Language: Английский

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Pyrazole derivatives: Recent advances in discovery and development of pesticides

Chinese Chemical Letters, Journal Year: 2025, Volume and Issue: unknown, P. 110912 - 110912

Published: Feb. 1, 2025

Language: Английский

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Application of thifluzamide to stem rot in peppers: Infection and control mechanisms of sclerotium rolfsii

Pesticide Biochemistry and Physiology, Journal Year: 2024, Volume and Issue: 200, P. 105846 - 105846

Published: March 1, 2024

Language: Английский

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Design, Synthesis, and Fungicidal Activities of Novel N-(Pyrazol-5-yl)benzamide Derivatives Containing a Diphenylamine Moiety

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: 72(12), P. 6691 - 6701

Published: March 18, 2024

To accelerate the development of novel fungicides, a variety

Language: Английский

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Synthesis and Antifungal Activity of Chalcone Derivatives Containing 1,3,4‐Thiadiazole

Chemistry & Biodiversity, Journal Year: 2024, Volume and Issue: 21(8)

Published: May 21, 2024

Abstract 24 chalcone derivatives containing 1,3,4‐thiadiazole were synthesized. The results of bioactivity tests indicated that some the target compounds exhibited superior antifungal activities in vitro . Notably, EC 50 value D4 was 14.4 μg/mL against Phomopsis sp , which significantly better than azoxystrobin (32.2 μg/mL) and fluopyram (54.2 μg/mL). vivo protective activity on kiwifruit (71.2 %) to (62.8 at 200 μg/mL. 74.4 57.6 % Rhizoctonia solani rice leaf sheaths leaves, respectively, slightly those (72.1 49.2 Scanning electron microscopy (SEM) showed mycelial surface collapsed, contracted grew abnormally after treatment. Finally, further verified by assay, fluorescence (FM) observation, determination relative conductivity, membrane lipid peroxidation degree cytoplasmic content leakage. Molecular docking suggested could be a potential SDHI.

Language: Английский

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