Design, synthesis and bioactivity of myricetin derivatives for control of fungal disease and tobacco mosaic virus disease

Cao, Xiaohong; He, Bangcan; Liu, Fang; Zhang, Yuanquan; Li, Xing; Zhang, Nian; Zhou, Yuanxiang; Gong, Chenyu; Xue, Wei

doi:10.1039/d2ra08176h

Cited by 15 publications

(2 citation statements)

References 41 publications

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“…Half-leaf spot method was employed to investigate the antiviral activity of target compounds on Nicotiana tabacum leaves grown at the same age and TMV (500 µg/mL) [34][35][36][37]. The results are shown in Table 1 and Fig.…”

Section: Antiviral Activitymentioning

confidence: 99%

Design, Synthesis and Antiviral Activity of Indole Derivatives Containing Quinoline Moiety

He,

Hu,

Qin

et al. 2024

Preprint

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A series of indole derivatives containing quinoline structure were designed and synthesized. The synthesized compounds were characterized by NMR and HRMS. And W14 was performed by single crystal X-ray diffraction experiments. The antiviral activity studies showed that some of the target compounds possessed significant activity against tobacco mosaic virus (TMV). In particular, W20 had significant activity. The results of in vivo anti-TMV activity assay showed that W20 possessed the best curative and protective activities with EC50 values of 84.4 and 65.7 µg/mL, which were better than ningnanmycin (NNM) 205.1 and 162.0 µg/mL, respectively. The results of Microscale thermophoresis (MST) showed that W20 had a strong binding affinity for the tobacco mosaic virus coat protein (TMV-CP) with a dissociation constant (Kd) of 0.00519 µmol/L, which was superior to that of NNM (1. 65320 µmol/L). The molecular docking studies were accordance with the experimental results. In addition, the determination of malondialdehyde (MDA) content in tobacco leaves showed that W20 improved the disease resistance of tobacco. Overall, this study shows that indole derivatives containing quinoline can be used as new antiviral agents for plant viruses for further research.

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Section: Antiviral Activitymentioning

confidence: 99%

Design, Synthesis and Antiviral Activity of Indole Derivatives Containing Quinoline Moiety

He,

Hu,

Qin

et al. 2024

Preprint

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“…It possesses a variety of biological activities such as antimicrobial, antioxidant, antimutagenic, anticarcinogenic, anti-inflammatory, antiallergic, analgesic activities and so on, 18,19 and thus has attracted a great deal of attention from researchers. In the previous studies of our group, the derivatives of myricetin were found to possess a variety of biological activities such as anticancer, 20 antiviral, [21][22][23] antibacterial, [24][25][26] and antifungal activities, 27,28 which provides a new idea for the discovery of new green pesticides.…”

Section: Introductionmentioning

confidence: 99%

Design, synthesis, and antiviral activities of myricetin derivatives containing pyridazinone

Xing,

An,

Qin

et al. 2024

New J. Chem.

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Design, synthesis and biological activity evaluation of eco‐friendly rosin‐based fungicides for sustainable crop protection

Xu,

Kong,

Lou

et al. 2024

Pest Management Science

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BACKGROUNDUtilizing fungicides to protect crops from diseases is an effective method, and novel eco‐friendly plant‐derived fungicides with high efficiency and low toxicity are urgent requirements for sustainable crop protection.RESULTTwo series of rosin‐based fungicides (totally 35) were designed and synthesized. In vitro fungicidal activity revealed that Compound 6a (Co. 6a) effectively inhibited the growth of Valsa mali [median effective concentration (EC50) = 0.627 μg mL−1], and in vivo fungicidal activity suggested a significant protective efficacy of Co. 6a in protecting both apple branches (35.12% to 75.20%) and apples (75.86% to 90.82%). Quantum chemical calculations (via density functional theory) results indicated that the primary active site of Co. 6a lies in its amide structure. Mycelial morphology and physiology were investigated to elucidate the mode‐of‐action of Co. 6a, and suggested that Co. 6a produced significant cell membrane damage, accelerated electrolyte leakage, decreased succinate dehydrogenase (SDH) protein activity, and impaired physiological and biochemical functions, culminating in mycelial mortality. Molecular docking analysis revealed a robust binding energy (ΔE = −7.29 kcal mol−1) between Co. 6a and SDH. Subsequently, biosafety evaluations confirmed the environmentally‐friendly nature of Co. 6a via the zebrafish model, yet toxicological results indicated that Co. 6a at median lethal concentration [LC50(96)] damaged the gills, liver and intestines of zebrafish.CONCLUSIONThe above research offers a theoretical foundation for exploiting eco‐friendly rosin‐based fungicidal candidates in sustainable crop protection. © 2024 Society of Chemical Industry.

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Design, synthesis and bioactivity of myricetin derivatives for control of fungal disease and tobacco mosaic virus disease

Abstract: A series of myricetin derivatives containing isoxazole were designed and synthesized to control fungal disease and TMV disease.

Cited by 15 publications

References 41 publications

Design, Synthesis and Antiviral Activity of Indole Derivatives Containing Quinoline Moiety

Design, Synthesis and Antiviral Activity of Indole Derivatives Containing Quinoline Moiety

Design, synthesis, and antiviral activities of myricetin derivatives containing pyridazinone

Design, synthesis and biological activity evaluation of eco‐friendly rosin‐based fungicides for sustainable crop protection

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