The continuing significance of chiral agrochemicals

Pest Management Science, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 17, 2025

Abstract Chemical crop protection is one of the most cost‐effective methods for agriculture, as failures can be prevented, and sustainable growth enabled regardless seasons. Agricultural production must significantly increased in future to meet food needs a growing world population. However, continued loss established active ingredients due consumer perceptions, changing farmers ever‐changing regulatory requirements higher than annually new introduced market. The development innovative therefore essential continuously improve selectivity, efficacy favorable environmental profile agrochemicals. Molecules with stereogenic centers considered here, they often have different properties non‐chiral molecules. Natural products their congeners are still valuable source inspiration chiral only few novel agrochemicals currently produced on an industrial scale pure stereoisomers or enriched form. As 2018, around 43% 35 market (herbicides, fungicides, insecticides, acaricides, nematicides) contain more molecule, almost 69% them been marketed racemic mixtures enantiomers stereoisomers. Surprisingly, proportion same order magnitude time frame from 2007 2017 42%, respectively. This report provides overview importance brought last 6 years describes inherent related challenges modern through management key aspects arising products. © 2025 Author(s). Pest Management Science published by John Wiley & Sons Ltd behalf Society Industry.

Language: Английский

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One‐Pot Synthesis of Chiral Succinate Dehydrogenase Inhibitors and Antifungal Activity Studies

Advanced Science, Journal Year: 2025, Volume and Issue: unknown

Published: May 19, 2025

Abstract In this work, a series of novel chiral succinate dehydrogenase inhibitors (SDHIs) are synthesized through one‐pot Rh‐catalyzed asymmetric hydrogenation‐condensation strategy. This method exhibits high efficiency (up to 1000 Ton, 94% yield over two steps), stereoselectivity 99% ee), and broad substrate scope (68 examples in total), providing superior pathway for the synthesis such fungicides. Mechanistic studies indicate that amino group at 2‐position phenyl ring acts as an activating group, enhancing reactivity control reaction. Furthermore, these molecules exhibit broad‐spectrum highly effective antifungal biological activity. Notably, enantiomers show significant differences both vitro vivo fungi‐inhibiting experiments. Especially, ( S )‐ 5f showcases activity against Botrytis cinerea (EC 50 = 0.48 µ m ) is much higher than its R enantiomer 36.7 ). Molecular docking calculations, molecular dynamic simulation, enzyme assays, ligand‐target interaction experiments demonstrate (ΔG MM‐PBSA −18.86 kcal mol −1 , K D 6.04 inhibits more effectively −13.01 8.5 Moreover, have significantly different effects on spore germination destruction fungal phenotype.

Language: Английский

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Hybrid Metal Catalysts as Valuable Tools in Organic Synthesis: An Overview of the Recent Advances in Asymmetric C─C Bond Formation Reactions

Molecules, Journal Year: 2024, Volume and Issue: 29(21), P. 5090 - 5090

Published: Oct. 28, 2024

Carbon–carbon bond formation represents a key reaction in organic synthesis, resulting paramount importance for constructing the carbon backbone of molecules. However, traditional metal-based catalysis, despite its advantages, often struggles with issues related to efficiency, selectivity, and sustainability. On other hand, while biocatalysis offers superior selectivity due an extraordinary recognition process substrate, scope applicable reactions remains somewhat limited. In this context, Artificial Metalloenzymes (ArMs) Metallo Peptides (MPs) offer promising not fully explored solution, merging two fields transition metal catalysis biotransformations, by inserting catalytically active cofactor into customizable protein scaffold or coordinating ion directly short tunable amino acid (Aa) sequence, respectively. As result, these hybrid catalysts have gained attention as valuable tools challenging catalytic transformations, providing systems new-to-nature properties synthesis. This review overview recent advances development ArMs MPs, focusing on their application asymmetric carbon–carbon bond-forming reactions, such carbene insertion, Michael additions, Friedel–Crafts cross-coupling cyclopropanation, underscoring versatility synthesizing biologically relevant compounds.

Language: Английский

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Lighting the way to chirality: a review of asymmetric transition metal catalysis in photoexcited states

Science China Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 24, 2024

Language: Английский

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