Morpholine Derivatives in Agrochemical Discovery and Development

Xu, Tao; Li, Lei; Liao, Anjing; Sun, Weidong; Zhang, Jian; Wu, Jian

doi:10.1021/acs.jafc.3c03818

Cited by 6 publications

(1 citation statement)

References 46 publications

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“…Piperazine and morpholine are important heterocycles that have been frequently found in pesticide structures. Numerous compounds containing piperazine and morpholine − moieties have demonstrated excellent inhibition activity against fungi, bacteria, insects, plant viruses, and weeds. Additionally, some of these compounds have also been used as effective plant growth regulators.…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis, and Antifungal Activity of Acrylamide Derivatives Containing Trifluoromethylpyridine and Piperazine

Chen,

Zhang,

Yuan

et al. 2024

J. Agric. Food Chem.

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In this study, a series of acrylamide derivatives containing trifluoromethylpyridine or piperazine fragments were rationally designed and synthesized. Subsequently, the in vitro antifungal activities of all of the synthesized compounds were evaluated. The findings revealed that compounds 6b, 6c, and 7e exhibited >80% antifungal activity against Phomopsis sp. (Ps) at the concentration of 50 μg/mL. Furthermore, the EC50 values for compounds 6b, 6c, and 7e against Ps were determined to be 4.49, 6.47, and 8.68 μg/mL, respectively, which were better than the positive control with azoxystrobin (24.83 μg/mL). At the concentration of 200 μg/mL, the protective activity of compound 6b against Ps reached 65%, which was comparable to that of azoxystrobin (60.9%). Comprehensive mechanistic studies, including morphological studies with fluorescence microscopy (FM), cytoplasmic leakage, and enzyme activity assays, indicated that compound 6b disrupts cell membrane integrity and induces the accumulation of defense enzyme activity, thereby inhibiting mycelial growth. Therefore, compound 6b serves as a valuable candidate for the development of novel fungicides for plant protection.

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Section: Introductionmentioning

confidence: 99%

Design, Synthesis, and Antifungal Activity of Acrylamide Derivatives Containing Trifluoromethylpyridine and Piperazine

Chen,

Zhang,

Yuan

et al. 2024

J. Agric. Food Chem.

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Synthesis and Biological Evaluation of Benzamide Compounds as Insecticides Agents Against Spodoptera Frugiperda (Lepidoptera: Noctuidae)

Abd El‐Lateef,

Khalaf,

Gouda

et al. 2024

Chemistry & Biodiversity

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Due to its severe damage, Spodoptera frugiperda is receiving attention as one of the biggest dangers to world food security. Although there are numerous insecticides that are widely and successfully used to control S. frugiperda, they do not have an immediate effect. In our work focusing for synthesized twelve novel benzamide derivatives and examined their insecticidal effectiveness against S. frugiperda larvae in their second & fourth larvae instars, with the aim of further improving the insecticidal activity based on combination principles. Several spectroscopic methods, including elemental analysis, NMR & infrared spectroscopy, were employed for confirming the structure of the newly designed products. It has been discovered that most compounds show good of promising efficacy. With an LC50 of 24.8 mg/L for larvae in the second instar & 56.2 mg/L for larvae in the fourth instar, compound 23 was the most active. Among all compounds 11, 22 and 20 exhibited excellent results. Furthermore, a number of biological and histopathological properties of the demonstration compounds of the produced goods under laboratory conditions were also examined. This work further demonstrates the anti‐proliferation of S. frugiperda and offers fresh ideas for the manufacture of benzamide derivatives.

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Synthesis of Indol-3-yl Morpholino Derivatives Containing a Hydrazone Moiety as Potential Antiplant Virus Agents

Sun,

Huang,

Yang

et al. 2024

J. Agric. Food Chem.

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A series of indol-3-yl morpholino derivatives containing a hydrazone moiety were designed and synthesized using indole-3-carboxylic acid as the starting material. The antiviral activities of the synthesized compounds were systematically evaluated. Compound D35, optimized using the comparative molecular field analysis (CoMFA) model, exhibited the most potent inhibitory activity against Tobacco mosaic virus (TMV) in vivo with a 50% effective concentration (EC 50 ) value of 69.9 mg/L and exceeded that of Ningnanmycin (142.4 mg/L). Molecular docking and molecular dynamics simulations revealed that compound D35 could form stable interactions with the TMV coat protein (CP), exhibiting a lower binding energy of −9.37 kcal/mol compared to that of Ningnanmycin (−8.55 kcal/mol). Microscale thermophoresis (MST) experiments further confirmed the stronger binding affinity of compound D35 for the TMV CP than Ningnanmycin. Additionally, transmission electron microscopy (TEM) demonstrated that compound D35 effectively disrupts the TMV particles and inhibits their spread. These collective findings strongly suggest that compound D35 has the potential to serve as a lead compound for the development of novel antiviral agents.

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Morpholine Derivatives in Agrochemical Discovery and Development

Cited by 6 publications

References 46 publications

Design, Synthesis, and Antifungal Activity of Acrylamide Derivatives Containing Trifluoromethylpyridine and Piperazine

Design, Synthesis, and Antifungal Activity of Acrylamide Derivatives Containing Trifluoromethylpyridine and Piperazine

Synthesis and Biological Evaluation of Benzamide Compounds as Insecticides Agents Against Spodoptera Frugiperda (Lepidoptera: Noctuidae)

Synthesis of Indol-3-yl Morpholino Derivatives Containing a Hydrazone Moiety as Potential Antiplant Virus Agents

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