Cited by Discovery of Novel (5-Mercapto-4-phenyl-4<i>H</i>-1,2,4-triazol-3-yl)methyl Phenyl Carbamate as a Potent Phytoene Desaturase Inhibitor through Scaffold Hopping and Linker Modification

Synthesis and Evaluation of Herbicidal Ureidopyrimidine Compounds: Focus on Sulfonamide Modifications DOI

H. Pei,

Jialin Ye,

Dongdong Liu

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 6, 2025

In this study, 32 novel ureidopyrimidine compounds containing sulfonamide fragments were strategically designed and synthesized through active substructure combination. Postemergence herbicidal activity assays demonstrated that 13a, 14d, 15c exhibited superior efficacy against broadleaf weeds, including Zinnia elegans Abutilon theophrasti, with compound achieving a remarkable 95% control rate at 9.375 g a.i./ha, comparable to of the commercial herbicide saflufenacil. Molecular docking simulations revealed these compounds, along saflufenacil, establish hydrogen bonds protoporphyrinogen oxidase, particularly involving important amino acid residues, ARG-98, GLY-175, ASN-67. Structure-activity relationship analysis, supported by density functional theory calculations molecular electrostatic potential studies, highlighted importance negatively charged regions in activity. This comprehensive research provides valuable insights into design development potent herbicides, establishing strong foundation for future advancements agricultural chemistry.

Language: Английский

Citations

Discovery of a Class of Novel Succinate Dehydrogenase Inhibitors Containing a Coumarin Structure DOI

Yan-Ming Yin,

Tian Chen,

Huang-Ze Yang

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 7, 2025

Succinate dehydrogenase (SDH) has emerged as a highly promising target in modern agricultural research, playing crucial role developing environmentally friendly and efficient fungicides for combating pathogens. This study presents the discovery of novel class SDH inhibitors (I-III) incorporating coumarin segments achieved through an active fragment swapping linking strategy. Fungicidal activity assays revealed that several compounds within this series demonstrate significant inhibitory effects against tested fungal strains. Through comprehensive structure-activity relationship studies, compound N-(1-((3-butyl-4-methyl-2-oxo-2H-chromen-7-yl)oxy)propan-2-yl)-3-(difluoromethyl)-N-methoxy-1-methyl-1H-pyrazole-4-carboxamide (IIk) exhibited potent various species. Notably, it demonstrated superior efficacy S. sclerotiorum with EC50 value 1.14 μg/mL, outperforming commercial control agent thifluzamide (EC50 = 4.90 μg/mL). Molecular docking simulations indicated hydrophobic interactions serve primary binding mechanism between ligand SDH. Intriguingly, IIk displayed dual functionality, not only acting effective fungicide but also promoting growth wheat seedlings Arabidopsis thaliana, resulting increased plant biomass. Preliminary investigations into its growth-promoting suggest enhances nitrate reductase activity, thereby facilitating growth.

Language: Английский

Citations

Fungicidal Activity of Novel 6-Isothiazol-5-ylpyrimidin-4-amine-Containing Compounds Targeting Complex I Reduced Nicotinamide Adenine Dinucleotide Oxidoreductase DOI

Kun Li, You Lv,

Rongzhang Wu

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 25, 2024

To discover novel inhibitors of the complex I reduced nicotinamide adenine dinucleotide (NADH) oxidoreductase as fungicides, a series 6-isothiazol-5-ylpyrimidin-4-amine-containing compounds were designed using computer-aided pesticide design method and splicing substructures from diflumetorim isotianil. In vitro fungicidal bioassays indicated that

Language: Английский

Citations

Discovery of Novel (5-Mercapto-4-phenyl-4H-1,2,4-triazol-3-yl)methyl Phenyl Carbamate as a Potent Phytoene Desaturase Inhibitor through Scaffold Hopping and Linker Modification DOI

Di Zhang, Chunxue Wang, Yichi Zhang

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: 72(34), P. 18898 - 18908

Published: Aug. 15, 2024

Phytoene desaturase (PDS) is a key rate-limiting enzyme in the carotenoid biosynthesis pathway. Although commercial PDS inhibitors have been developed for decades, it remains necessary to develop novel with higher bioactivity. In this work, we used scaffold hopping and linker modification approaches design synthesize series of compounds (

Language: Английский

Citations