l-Isoleucine-Derived Amide-hydrazide Compounds Evaluated as a Novel Potential Agricultural Fungicide DOI
Jing Chang,

Yufei Gong,

Wenfei Zhang

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 18, 2024

Building upon previous structure–activity relationships about the fungicidal amide and hydrazide lead structures, 24 novel amide-hydrazide compounds were designed synthesized with L-isoleucine as initial skeleton to explore impact of substituents in bridge on activity. Among these compounds, A5 exhibited excellent broad spectrum inhibitory activity, along satisfactory vivo protective efficiency against R. solani at concentrations 200 50 μg·mL–1. Scanning electron microscopy (SEM) transmission (TEM) observations revealed that compound induced significant morphological changes mycelium coupled vacuole rupture cytoplasmic inhomogeneity cellular structures. Transcriptomic metabolomic analyses indicated that, following treatment, differentially expressed genes metabolites significantly enriched carbohydrate metabolism-related pathways well lipid metabolism-associated pathways, including glycerophospholipid metabolism, steroid biosynthesis, arachidonic acid sphingolipid metabolism. Additionally, demonstrated low toxicity zebrafish, survival rates 100% 60% 1 10 μg·mL–1, respectively, over a period 7 days. The above results provide theoretical guidance for development green candidates.

Язык: Английский

Thin layer chromatography assay to detect laccase inhibitors DOI
Ignacio Cabezudo, Ricardo L. E. Furlán

Food Chemistry, Год журнала: 2024, Номер 460, С. 140583 - 140583

Опубликована: Июль 24, 2024

Язык: Английский

Процитировано

5

Discovery of novel flavonoid derivatives containing benzothiazole as potential antifungal agents DOI Open Access

Jiao Tian,

Yi Liu, Hui Xin

и другие.

Pest Management Science, Год журнала: 2025, Номер unknown

Опубликована: Янв. 8, 2025

Abstract BACKGROUND Fungal diseases of plants have a serious impact on the quality and yield crops, some traditional pesticides can no longer cope with this problem. Therefore, it is great significance to develop new high efficiency low toxicity. RESULTS A series flavonoid derivatives containing benzothiazole were designed synthesized. Among them, compounds V17 , V12 V13 had excellent inhibitory effect against Fusarium oxysporum f. sp. cucumerinu half‐maximal concentration (EC 50 ) values 1.2, 2.3, 3.2 μg/mL, which better than control drug Kresoxim‐methyl ( Km 37.8 μg/mL). The in vivo protective activity curative activities cucumber fusarium wilt caused by F. cucumerinum 82.4 60.5% at 200 (60.2 48.6%). In addition, could damage cell membrane mycelia, be confirmed determination cytoplasmic leakage, detection permeability, measurement malondialdehyde (MDA). Similarly, scanning electron microscopy (SEM) experiment optical microscope characterization provide direct evidence for destruction mycelium treated . CONCLUSION significantly reduced pathogenicity provided idea direction development green pesticides. © 2025 Society Chemical Industry.

Язык: Английский

Процитировано

0

Thiourea Derivatives in Agrochemical Discovery and Development DOI
Yi Qi, Ping Sun, Xinyi Zhang

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Апрель 7, 2025

Thiourea, represented by the chemical formula (R1R2N)(R3R4N)C═S, is a significant organic sulfur compound characterized presence of atom and two amino groups. Meanwhile, thiourea isothiourea are reciprocal isomers. This structure facilitates formation biologically active moiety, which interconnected through double bonds between nitrogen atoms. As potent component in pesticide formulations, demonstrates efficacy safeguarding crops against variety diseases inhibiting growth reproduction pathogens. review aims to provide comprehensive summary derivatives exhibiting fungicidal, insecticidal, antiviral, herbicidal, plant regulatory properties, with objective offering new perspectives for identifying innovative thiourea-based pesticides elucidating their mechanisms action.

Язык: Английский

Процитировано

0

Design, Synthesis, Antifungal Evaluation, and Action Mechanism of Novel l-Carvone-Based Derivatives as Potential Succinate Dehydrogenase Inhibitors DOI
Hongyi Chen,

Zunyun Jiang,

Ziyun Mai

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Апрель 16, 2025

Natural products serve as a crucial source of compounds for developing novel agricultural antifungals. In this work, we utilized the natural product l-carvone molecular scaffold to design and synthesize three series l-carvone-based derivatives. The in vitro bioassay results indicated that most target exhibited remarkable antifungal activity. Notably, compound C3 demonstrated broad-spectrum activity against Rhizoctonia solani, Botrytis cinerea, Sclerotinia sclerotiorum, Gibberella zeae, Valsa mali, with EC50 values 0.274, 0.985, 4.17, 5.71, 2.29 μg/mL, respectively. vivo preventative efficacies C11 R. solani C13 B. cinerea revealed they had potential mechanism study, cell membrane permeability experiment showed significantly increased membrane, microscopic observations could destroy structural integrity cells reduce number mitochondria, thus affecting normal growth mycelia. Furthermore, mitochondrial detection, succinate dehydrogenase (SDH) enzyme assay, dynamics (MD) simulations, docking experiments further action binding mode SDH may be similar those thifluzamide. abovementioned provided valuable reference discovery inhibitor fungicides.

Язык: Английский

Процитировано

0

Design, synthesis, antifungal evaluation and mechanism study of myrtenal derivatives as potential laccase inhibitors DOI
Yiming Zheng,

Zhennan Cui,

Yunzhuo Wu

и другие.

Pest Management Science, Год журнала: 2025, Номер unknown

Опубликована: Май 15, 2025

Abstract BACKGROUND To develop novel natural product‐derived fungicides, four series of myrtenal oxadiazole/thiadiazole‐hydrazide/amide derivatives were designed, synthesized and evaluated for their inhibitions toward several crop pathogenic fungi/oomycetes. RESULTS In the in vitro antifungal experiments, some showed good activity against Botryosphaeria dothidea, Sclerotinia sclerotiorum Fusarium graminearum . Among them, compound 6d exhibited best B. dothidea , with EC 50 value 0.052 mg/L, which was significantly stronger than carbendazim (EC = 0.40 mg/L). vivo assay on apple fruits branches that displayed significant protective curative effects, both superior to carbendazim. preliminary mechanism study, can damage surface morphology mycelia, destroy integrity permeability cell membrane, increase intracellular ROS content, thereby inhibiting growth Compound also inhibited laccase IC 8.45 μM, much cysteine PMDD‐5Y. Molecular docking confirmed binding affinity interaction mode laccase. CONCLUSION This study presented a promising lead inhibitors as fungicidal agrochemicals, demonstrated anti‐ inhibitory activity. © 2025 Society Chemical Industry.

Язык: Английский

Процитировано

0

Discovery of novel 4‐sulfur‐substituted pyrazol‐5‐yl‐benzamide derivatives containing amide/hydrazide/ester moieties as potential succinate dehydrogenase inhibitors DOI
Yantao Li,

Yuxin Mu,

Jun Xiong

и другие.

Pest Management Science, Год журнала: 2025, Номер unknown

Опубликована: Июнь 2, 2025

Abstract BACKGROUND Succinate dehydrogenase inhibitor (SDHI) fungicides have been widely utilized in the combat of plant pathogenic fungi due to their potent, broad‐spectrum antifungal activity and unique mode action. In this study, a series novel 4‐sulfur‐substituted pyrazol‐5‐yl‐benzamide derivatives containing amide, hydrazide, or ester moieties were synthesized develop innovative SDH inhibitors. RESULTS The bioassay studies indicated that several compounds exhibited potent vitro fungicidal against various fungi. Particularly, compound 4d demonstrated efficacy, with EC 50 values 0.21, 0.95, 0.64, 1.33, 0.66 mg L −1 Valsa mali , Botrytis cinerea Rhizoctonia solani Fusarium graminearum Gaeumannomyces graminis respectively. vivo effectively prevented V. infection apples at showing superior protective curative effects (93.4% 85.5%) compared lead A27 (68.7% 57.0%) commercial fungicide fluxapyroxad (55.4% 43.6%). Enzymatic inhibition assays molecular docking analysis suggested could serve as potential inhibitor. CONCLUSION This study offers valuable insights for expanding spectrum further developing them © 2025 Society Chemical Industry.

Язык: Английский

Процитировано

0

Evaluation of the antifungal activity of novel bis-pyrazole carboxamide derivatives and preliminary investigation of the mechanism DOI

Yaping Song,

Jie Gao, Yunxiao Wang

и другие.

Bioorganic Chemistry, Год журнала: 2024, Номер 153, С. 107779 - 107779

Опубликована: Сен. 1, 2024

Язык: Английский

Процитировано

2

l-Isoleucine-Derived Amide-hydrazide Compounds Evaluated as a Novel Potential Agricultural Fungicide DOI
Jing Chang,

Yufei Gong,

Wenfei Zhang

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 18, 2024

Building upon previous structure–activity relationships about the fungicidal amide and hydrazide lead structures, 24 novel amide-hydrazide compounds were designed synthesized with L-isoleucine as initial skeleton to explore impact of substituents in bridge on activity. Among these compounds, A5 exhibited excellent broad spectrum inhibitory activity, along satisfactory vivo protective efficiency against R. solani at concentrations 200 50 μg·mL–1. Scanning electron microscopy (SEM) transmission (TEM) observations revealed that compound induced significant morphological changes mycelium coupled vacuole rupture cytoplasmic inhomogeneity cellular structures. Transcriptomic metabolomic analyses indicated that, following treatment, differentially expressed genes metabolites significantly enriched carbohydrate metabolism-related pathways well lipid metabolism-associated pathways, including glycerophospholipid metabolism, steroid biosynthesis, arachidonic acid sphingolipid metabolism. Additionally, demonstrated low toxicity zebrafish, survival rates 100% 60% 1 10 μg·mL–1, respectively, over a period 7 days. The above results provide theoretical guidance for development green candidates.

Язык: Английский

Процитировано

1