A Comprehensive Review on Benzofuran Synthesis Featuring Innovative and Catalytic Strategies

ACS Omega, Journal Year: 2024, Volume and Issue: 9(19), P. 20728 - 20752

Published: May 6, 2024

Benzofurans have intrigued both pharmaceutical researchers and chemists owing to the medicinal usage of their derivatives against copious disease-causing agents (i.e., bacteria, viruses, tumors). These heterocyclic scaffolds are pervasively encountered in a number natural products drugs. The ever-increasing utilization benzofuran as persuaded devise novel facile methodological approaches assemble biologically potent nucleus. This review summarizes current developments regarding innovative synthetic routes catalytic strategies procure synthesis heterocycles with corresponding mechanistic details, reported by several research groups during 2021-2023.

Language: Английский

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Chalcones—Features, Identification Techniques, Attributes, and Application in Agriculture

Molecules, Journal Year: 2024, Volume and Issue: 29(10), P. 2247 - 2247

Published: May 10, 2024

This review article is a comprehensive and current overview on chalcones, covering their sources, identification methods, properties with particular focus applications in the agricultural sector. The widespread use of synthetic pesticides has not only led to increased resistance among weeds pests, resulting economic losses, but it also raised significant health concerns due overuse these chemicals. In line European Green Deal 2030 its Farm Fork strategy, there targeted 50% reduction chemical by 2030, emphasizing shift towards natural alternatives that are more environmentally sustainable help restoration resources. Chalcones derivatives, herbicidal, fungicidal, bactericidal, antiviral properties, appear be ideal candidates. These naturally occurring compounds have been recognized for beneficial effects many years across multiple areas. complements previous literature chalcones provides updates introduces methods detection such as chromatography MALDI technique.

Language: Английский

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Chalcones – Features, Identification Techniques, Attributes and Application in Agriculture

Published: April 1, 2024

This review provides a comprehensive and updated information on chalcones, presenting their sources, methods of identification properties putting emphasis applications in agricultural industry. Vast exploitation synthetic pesticides led to the weed pest resistance issue, causing economic loss but more importantly health risk due pesticide overuse. Because one aim European Green Deal 2030 is Farm Fork strategy which targets reducing by 50% use chemical 2030, push towards natural are environmentally friendly restore resources, chalcones derivatives seem fit perfectly. They have herbicidal, fungicidal, bactericidal antiviral properties. Moreover, naturally occurring substances, known for favorable effect years, working many areas. complementary previous ones describing agriculture, updates them additionally shows detection.

Language: Английский

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Discovery of Trifluorobutene Amide Derivatives as Potential Nematicides: Design, Synthesis, Nematicidal Activity Evaluation, SAR, and Mode of Action Study

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: 72(3), P. 1429 - 1443

Published: Jan. 8, 2024

Plant-parasitic nematodes are one of the major threats to crop protection. However, only limited nematicides currently available and confronted with a growing resistance problem, which necessitates development novel nematicides. In this study, series trifluorobutene amide derivatives was synthesized through strategy bond reversal, their nematicidal activity against Meloidogyne incognita evaluated. The bioassay showed that compounds C2, C10, C18 some analogues thereof exhibited good activity. Among them, compound C2 containing benzene ring [C26 (R = 2-CH3) C33 2-Cl)] excellent bioactivity M. in vitro. LC50/72h values reached 14.13 14.71 mg·L–1, respectively. Moreover, C10 thiophene [C43 5-CH3), C44 4-CH3), C50 5-Cl)] significant vivo inhibition rates 68.8, 65.5, 69.8% at 2.5 mg·L–1 matrix, Meanwhile, also control effects both cups microplots. structure–activity relationship (SAR) discussed detail. Comparative molecular field analysis (CoMFA) conducted develop SAR profile. preliminary mode action investigation strong on egg hatching, motility, feeding behavior, growth Caenorhabditis elegans. At same time, impact active biochemical indicators related oxidative stress influenced production ROS (reactive oxygen species), accumulation lipofuscin lipids C.

Language: Английский

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Discovery of quinazoline compound as a novel nematicidal scaffold

Pesticide Biochemistry and Physiology, Journal Year: 2022, Volume and Issue: 189, P. 105310 - 105310

Published: Nov. 30, 2022

Language: Английский

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Design, Synthesis, Nematicidal Activity Evaluation, and Mode of Action Study of Novel Trifluorobutene Ester Derivatives as Potential Nematicides

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

Published: April 23, 2025

Crop protection globally is under threat from infections caused by plant-parasitic nematodes (PPNs). PPNs can wreak havoc on agricultural production. However, only limited nematicides are currently available, and the growing resistance problem a concern; therefore, novel urgently needed. Thirty-three trifluorobutene ester derivatives were synthesized, then their biological activity against Meloidogyne incognita was tested in this study. Among them, nine compounds exhibited excellent vitro bioactivity M. incognita; LC50/72h values reached 1.77-3.95 mg/L. In addition, derivative of active compound above containing piperazine ring significant vivo with an inhibition rate 77.3% at 1.25 mg/L matrix. The structure-activity relationships (SARs) all synthesized analyzed, further comparative molecular field analysis (CoMFA) calculated to discuss SAR profile. preliminary mechanisms action study suggested that some had great inhibitory effect egg hatching, motility, feeding ability, growth Caenorhabditis elegans. Meanwhile, effects biochemical indices related oxidative stress indicated two could significantly promote induce toxicity through damage.

Language: Английский

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Synthesis, Nematicidal Evaluation, and the Structure–Activity Relationship Study of Aurone Derivatives

Journal of Agricultural and Food Chemistry, Journal Year: 2023, Volume and Issue: 71(23), P. 8757 - 8768

Published: June 5, 2023

Plant-parasitic nematodes (PPNs) are one of the major threats to modern agriculture. Chemical nematicides still required for management PPNs. Based on our previous work, structure aurone analogues was obtained using a hybrid 3D similarity calculation method (SHAFTS, SHApe-FeaTure Similarity). Thirty-seven compounds were synthesized. The nematicidal activity target against Meloidogyne incognita (root-knot nematode, M. incognita) evaluated, and structure-activity relationship synthesized analyzed. results showed that compound 6 some its derivatives exhibited impressive activity. Among these compounds, 32 bearing 6-F best in vitro vivo Its lethal concentration 50% after exposure 72 h (LC50/72 h) value 1.75 mg/L, inhibition rate reached 97.93% sand at 40 mg/L. At same time, also excellent egg hatching moderate motility Caenorhabditis elegans (C. elegans).

Language: Английский

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Di-iron dithiolato complexes with 3-bromothiophene moiety: Preparation, structures, and electrochemistry

Journal of Molecular Structure, Journal Year: 2023, Volume and Issue: 1294, P. 136454 - 136454

Published: Aug. 19, 2023

Language: Английский

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Synthesis and biological evaluation of novel pyridylpyrazole amides containing benzothiazole/thiourea/urea motif as pesticidal agents

Phosphorus, sulfur, and silicon and the related elements, Journal Year: 2023, Volume and Issue: 198(8), P. 659 - 672

Published: April 5, 2023

A series of novel pyridylpyrazole amide compounds which contain benzothiazole, thiourea, and urea moieties, respectively, were successfully synthesized. Their structures confirmed by IR, 1H NMR, 13C HRMS. Some the found to have favorable insecticidal potentials; particularly, activities 3-chloro-1-(3-chloropyridin-2-yl)-N-(6-(trifluoromethyl)benzo[d]thiazol-2-yl)-1H-pyrazole-5-carboxamide (3b), 1-(3-chloropyridin-2-yl)-N-(4,6-dichlorobenzo[d]thiazol-2-yl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide (3g), 3-bromo-N-(4-chloro-2-(3-ethylthioureido)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide (6e), 3-bromo-N-(4-chloro-2-(3-isopropylthioureido)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide (6g), 3-bromo-1-(3-chloropyridin-2-yl)-N-(2-(3-isopropylureido)-6-methylphenyl)-1H-pyrazole-5-carboxamide (7c), 3-bromo-N-(4-chloro-2-(3-isopropylureido)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide (7d), 3-bromo-N-(4-chloro-2-(3-isopropylureido)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide (7f), 3-bromo-N-(2-(3-(tert-butyl)ureido)-4-chloro-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide (7g) close even superior those insecticide triflumuron toward diamondback moth, can be used as leading for further investigations. showed good fungicidal potentials against a broad spectrum tested fungi including Sclerotinia sclerotiorum, Cercospora arachidicola, Physalospora piricala Rhizoctonia cerealis, comparable with commercial fungicide controls, among others, 3b, 3-bromo-1-(3-chloropyridin-2-yl)-N-(6-(trifluoromethyl)benzo[d]thiazol-2-yl)-1H-pyrazole-5-carboxamide (3d), N-(4-chloro-2-methyl-6-(3-methylthioureido)phenyl)-1-(3-chloropyridin-2-yl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide (6i) could serve research. The structure-activity relationships analyzed discussed in detail. This research provides useful information design discovery insecticidal/fungicidal agents.

Language: Английский

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Unveiling FM-1088: A Breakthrough in Isoindolinone-Based Acaricide Development

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: 72(32), P. 18045 - 18055

Published: Aug. 3, 2024

The increasing resistance of agricultural pests to existing acaricides presents a significant challenge sustainable agriculture. Therefore, this study introduced FM-1088, novel isoindolinone-based phenyl trifluoroethyl thioether derivative generated through an innovative design strategy combining bioisosterism and cyclization methods. We synthesized several compounds evaluated their acaricidal efficacy against Tetranychus cinnabarinus in greenhouses Panonychus citri field settings. FM-1088 emerged as standout candidate, demonstrating lower median lethal concentration (LC50) 0.722 mg/L compared the commercial acaricide, cyetpyrafen. Notably, 30 days after application, showed control 96.4% P. citri, highlighting its potential for broader applications. results underscore utility isoindolinone scaffold pesticide development, offering promising solution combat pest with implications enhanced crop protection productivity. Future studies should explore detailed mode action applicability across diverse settings, further confirming role management.

Language: Английский

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