Design, synthesis and structure–activity relationship of novel pyrazole‐4‐carboxamide derivatives DOI

Gang Wang,

Shuang Liang,

Jie Lang

et al.

Pest Management Science, Journal Year: 2024, Volume and Issue: 81(1), P. 119 - 126

Published: Sept. 7, 2024

Plant diseases seriously decrease the yield and quality of agricultural crops. Fungicide treatments remain main means field fungi control. However, residual activity fungicides is rapidly reduced due to various factors in natural environment, therefore development agents with novel modes action desirable. It highly required design develop new address resistance issue. Designing low impact chemicals safely sustainably needs agriculture.

Language: Английский

Design, synthesis and insecticidal activity of novel Isoxazoline Acylhydrazone compounds DOI Open Access
Yahui Li, Shaochen Li,

Xue Yin

et al.

Pest Management Science, Journal Year: 2023, Volume and Issue: 80(3), P. 1654 - 1662

Published: Nov. 21, 2023

Abstract BACKGROUND Nowadays, the diamondback moth has ascended to become one of most formidable pests plaguing cruciferous vegetables. Consequently, exigency for development efficacious pesticide candidates crop protection never been more paramount. In response this pressing need, study presents a compendium novel isoxazoline derivatives, incorporating acylhydrazone moieties, synthesized with express purpose serving as potential insecticides. RESULTS The structures these derivatives were confirmed using Proton nuclear magnetic resonance ( 1 H NMR), Carbon‐13 13 C and high‐resolution mass spectrometry (HR‐MS). Most demonstrated effective insecticidal activities against Plutella xylostella . Notably, compound E3 exhibited exceptional activity (LC 50 = 0.19 mg L −1 ), surpassing effectiveness ethiprole 3.28 comparable that fluxametamide 0.22 ). Interestingly, also displayed potent Pyrausta nubilalis 0.182 ) Chilo suppressalis 0.64 LC values 0.23 P. 2.26 C. respectively. molecular docking results revealed can form hydrogen bond two Pi‐Pi bonds active sites GABA receptors. addition, DFT calculations performed relationship between activities. structure–activity relationships suggested identity R substituent was crucial their pesticidal CONCLUSION present suggest could be promising other Lepidopteran pests. © 2023 Society Chemical Industry.

Language: Английский

Citations

8
Recent research progress of heterocyclic nematicidal active compounds DOI
Yu Wang, Xin Luo, Yifang Chen

et al.

Journal of Heterocyclic Chemistry, Journal Year: 2022, Volume and Issue: 60(8), P. 1287 - 1300

Published: Dec. 27, 2022

Abstract Plant‐parasitic nematodes cause huge economic losses of $ 157 billion to world agriculture annually. Long‐term use traditional nematicides can lead increased resistance nematode and reduced control effectiveness. New effective safe are needed replace the organophosphorus carbamate. Heterocyclic compounds play an important role in nematicide discovery. For example, new fluenesulfone, fluopyram, cyclobutrifluram, tioxazafen, imicyafos, fluazaindolizine have at least one heterocyclic ring their structures. In view importance structure development nematicides, this paper reviews research progress nematicidal active recent years, discusses structure–activity relationship (SAR) mechanism action. It is hoped that it provide inspiration for nematicides.

Language: Английский

Citations

13
Investigations into Simplified Analogues of the Herbicidal Natural Product (+)‐Cornexistin DOI Creative Commons

Christian Steinborn,

Aldo Tancredi,

Christoph Habiger

et al.

Chemistry - A European Journal, Journal Year: 2023, Volume and Issue: 29(39)

Published: Feb. 20, 2023

Abstract We report the design, synthesis and biological evaluation of simplified analogues herbicidal natural product (+)‐cornexistin. Guided by an X‐Ray co‐crystal structure cornexistin bound to transketolase from Zea mays , we attempted identify key interactions that are necessary for maintain its profile. This resulted in preparation three novel investigating importance substituents located on nine‐membered ring cornexistin. One analogue maintained a good level activity could provide researchers insights how further optimize commercialization future.

Language: Английский

Citations

7
Design, synthesis and activity evaluation of pseudilin analogs against cyanobacteria as IspD inhibitors DOI
Jili Wang, Wenhai Wu,

Yaqing Zhou

et al.

Pesticide Biochemistry and Physiology, Journal Year: 2024, Volume and Issue: 199, P. 105769 - 105769

Published: Jan. 7, 2024

Language: Английский

Citations

2
Scaffold hopping approaches for the exploration of herbicidally active compounds inhibiting Acyl‐ACP Thioesterase DOI Creative Commons
Tyler Fahrenhorst‐Jones, Stephanie Lee,

Birgit Bollenbach‐Wahl

et al.

Pest Management Science, Journal Year: 2024, Volume and Issue: unknown

Published: Aug. 19, 2024

Abstract BACKGROUND The sustainable control of weed populations is a significant challenge facing farmers around the world. Although various methods for weeds exist, use small molecule herbicides remains most effective and versatile approach. Striving to find novel that combat resistant via targeting plant specific modes action (MoAs), we further investigated bicyclic class acyl‐acyl carrier protein (ACP) thioesterase (FAT) inhibitors in an effort safe efficacious lead candidates. RESULTS Utilizing scaffold hopping bioisosteric replacements strategies, explored new FAT. Amongst compounds identified structural motifs showed promising target affinity coupled with good vivo efficacy against commercially important species. We studied structure–activity relationship (SAR) dihydropyranopyridine which promise as type FAT inhibiting herbicides. CONCLUSION current work presents how approaches can be implemented successfully herbicidal structures optimized potential agricultural practices. were demonstrated have vitro inhibitory activity MoA well showing variety species, particularly grass greenhouse trials on levels competitive commercial standards. © 2024 Author(s). Pest Management Science published by John Wiley & Sons Ltd behalf Society Chemical Industry.

Language: Английский

Citations

2
Investigation of acetyl‐CoA carboxylase‐inhibiting herbicides that exhibit soybean crop selectivity DOI Creative Commons
Stephanie J. Lee, China M. Payne, Shaun Rees

et al.

Pest Management Science, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 12, 2024

Abstract The sustainable control of weed populations, particularly resistant species, is a significant challenge in agriculture around the world. α‐aryl‐keto‐enol (aryl‐KTE) class acetyl‐CoA carboxylase (ACCase)‐inhibiting herbicides represent possible solution for grasses even though achieving crop selectivity remains challenge. Herein, we present some our investigations into identifying most promising structural features within aryl‐KTE that give highest chance soybean selectivity, whilst also maintaining strong and broad efficacy against problematic species. We further examined results by preparing new molecules which were evaluated glasshouse screening assays their herbicidal as well selectivity. consider uniting this approach with other optimization criteria, such toxicological environmental safety profiles, will enable streamlining protection optimizations programmes, ultimately delivering safer more solutions to farmers consumers. © 2024 Author(s). Pest Management Science published John Wiley & Sons Ltd on behalf Society Chemical Industry.

Language: Английский

Citations

2
Synthesis, nematicidal evaluation, and SAR study of benzofuran derivatives containing 2-carbonyl thiophene DOI

Xiaofeng Cao,

Die Qiu,

Ruifeng Zhang

et al.

Chinese Chemical Letters, Journal Year: 2022, Volume and Issue: 34(5), P. 107800 - 107800

Published: Sept. 6, 2022

Language: Английский

Citations

10
Antifungal Function Oriented Scaffold Hopping for the Discovery of Oxazolyl-oxazoline as a Novel Model against Fusarium graminearum DOI

Wenlong Kong,

Nannan Li,

Jixing Lai

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2023, Volume and Issue: 71(47), P. 18260 - 18269

Published: Sept. 27, 2023

Discovery of novel structural models is extremely important in agrochemical innovation. Scaffold hopping was conducted, and 16 kinds were synthesized biologically evaluated. Oxazolyl-oxazoline 25 showed a promising vitro potential against Fusarium graminearum with EC50 value 18.25 μM, which 2.4 times more potent than that carbendazim (EC50 = 43.06 μM). The antifungal structure-activity relationship (SAR) revealed compound 25am had the most activity F. graminearum, an 13.46 3.2 carbendazim. Different from carbendazim, candidate could form five hydrogen bonds amino acid residues β-tubulin molecular docking effectively inhibit carbendazim-resistant strain. Scanning electron microscopy (SEM) induced mycelia slight collapse. This work suggests should be prioritized for further evaluation new agents.

Language: Английский

Citations

6
Rational design, synthesis and binding mechanisms of novel benzyl geranate derivatives as potential eco‐friendly aphid repellents DOI Open Access
Shixiang Pan, Zhaokai Yang, Yan Liu

et al.

Pest Management Science, Journal Year: 2023, Volume and Issue: 80(3), P. 1099 - 1106

Published: Oct. 18, 2023

The push-pull strategy is considered as a promising eco-friendly method for pest management. Plant volatile organic compounds (PVOCs) act semiochemicals constitute the key factor in implementing this strategy. Benzyl alcohol and geraniol, functional PVOCs, were reported to regulate insect behavior, showing potential application control. Using geraniol lead, derivative 5i with fine repellent activity was discovered our previous work. In order explore novel, aphid control agents, series of benzyl geranate derivatives designed synthesized using lead active fragment.

Language: Английский

Citations

5
Friedel–Crafts Reactions with N-Heterocyclic Alcohols DOI
Jacob C. Hood,

Maksim V. Anokhin,

Douglas A. Klumpp

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(15), P. 10483 - 10493

Published: July 20, 2023

N-Heterocyclic alcohols are shown to be excellent substrates for superacid-promoted Friedel-Crafts reactions. The N-heterocyclic ionize produce reactive, dicationic intermediates which provide good yields of arylation products.

Language: Английский

Citations

4