Alkylsulfones: novel chemical scaffolds targeting the vesicular acetylcholine transporter usher in a new generation of insecticides.

IRAC VAChT alkylsulfone insecticide mode of action

Journal

Pest management science
ISSN: 1526-4998
Titre abrégé: Pest Manag Sci
Pays: England
ID NLM: 100898744

Informations de publication

Date de publication:
05 Oct 2024
Historique:
revised: 19 09 2024
received: 01 08 2024
accepted: 20 09 2024
medline: 5 10 2024
pubmed: 5 10 2024
entrez: 5 10 2024
Statut: aheadofprint

Résumé

Insecticides targeting the nervous system have been the most widely used to control arthropod pests due to their fast onset of action leading to efficient crop protection. With their continued use, resistance has and will become an inevitable challenge that demands continued efforts in identifying and developing new insecticidal chemistries acting on novel targets. In a recent publication, the results of a comprehensive study investigating the mode of action of novel chemical scaffolds based on the 2-(3-ethylsulfonyl-2-pyridyl)-heterocycles, alkylsulfones, was presented, concluding that their primary target is the vesicular acetylcholine transporter. © 2024 Society of Chemical Industry.

Identifiants

pubmed: 39367720
doi: 10.1002/ps.8462
doi:

Types de publication

Journal Article Review

Langues

eng

Sous-ensembles de citation

IM

Informations de copyright

© 2024 Society of Chemical Industry.

Références

Casida JE and Durkin KA, Neuroactive insecticides: targets, selectivity, resistance, and secondary effects. Annu Rev Entomol 58:99–117 (2013).
Gajendiran A and Abraham J, An overview of pyrethroid insecticides. Front Biol 13:79–90 (2018).
Sparks TC, Storer N, Porter A, Slater R and Nauen R, Insecticide resistance management and industry: the origins and evolution of the Insecticide Resistance Action Committee (IRAC) and the mode of action classification scheme. Pest Manag Sci 77:2609–2619 (2021).
Matsuda K, Ihara M and Sattelle DB, Neonicotinoid insecticides: molecular targets, resistance, and toxicity. Ann Rev Pharmacol Toxicol 60:241–255 (2020).
Sparks TC, Dripps JE, Watson GB and Paroonagian D, Resistance and cross‐resistance to the spinosyns – a review and analysis. Pestic Biochem Physiol 102:1–10 (2012).
Du J and Fu Y, Diamide insecticides targeting insect ryanodine receptors: mechanism and application prospect. Biochem Biophys Res Comm 670:19–26 (2023).
Blythe J, Earley FG, Piekarska‐Hack K, Firth L, Bristow J, Hirst EA et al., The mode of action of isocycloseram: a novel isoxazoline insecticide. Pestic Biochem Physiol 187:105217 (2022).
Goodchild J, Chen YJ, Blythe J, Firth LC, Hirst E, Bess K et al., A novel class of insecticidal alkylsulfones are potent inhibitors of vesicular acetylcholine transport. Pestic Biochem Physiol 201:105854 (2024).
Edmunds AJF, Muehlebach M, Jung PM, Hueter OF, Stoller A, Jeanguenat A et al., Alkyl sulfones: discovery of novel structural types with differentiated opportunities for insect control. Pest Manag Sci (2024). https://doi.org/10.1002/ps.8320.
Ito M, Nokura Y, Takahashi M, Yamada H and Iwata A, Discovery of oxazosulfyl: a novel broad‐spectrum insecticide, in Recent Highlights in the Discovery and Optimization of Crop Protection Products, ed. by Maienfisch P and Mangelinckx S. Academic Press, Cambridge, Chapter 14, pp. 261–267 (2021).
Suzuki T and Yamato S, Oxazosulfyl, a novel sulfyl insecticide, binds to and stabilizes the voltage‐gated sodium channels in the slow‐inactivated state. J Agric Food Chem 69:4048–4055 (2021).
Song W, Liu Z and Dong K, Molecular basis of differential sensitivity of insect sodium channels to DCJW, a bioactive metabolite of the oxadiazine insecticide indoxacarb. Neuro Toxicol 27:237–244 (2006).
Lawal HO and Krantz DE, SLC18: vesicular neurotransmitter transporters for monoamines and acetylcholine. Mol Aspects Med 34:360–372 (2013).
Sluder A, Shah S, Cassayre J, Clover R, Maienfisch P, Molleyres LP et al., Spiroindolines identify the vesicular acetylcholine transporter as a novel target for insecticide action. PLoS One 7:e34712 (2012).
Allen MJ, Godenschwege TA, Tanouye MA and Phelan P, Making an escape: development and function of the drosophila giant fibre system. Semin Cell Dev Biol 17:31–41 (2006).
Ojeda AM, Kolmakova NG and Parsons SM, Acetylcholine binding site in the vesicular acetylcholine transporter. Biochemistry 43:11163–11174 (2004).
David MD, Insecticide ADME for support of early‐phase discovery: combining classical and modern techniques. Pest Manag Sci 73:692–699 (2017).
Varadi M, Bertoni D, Magana P, Paramval U, Pidruchna I, Radhakrishnan M et al., AlphaFold protein structure database in 2024: providing structure coverage for over 214 million protein sequences. Nucleic Acid Res 52:368–375 (2024).
Zhang Y, Dai F, Chen N, Zhou D, Lee CH, Song C et al., Structural insights into VAChT neurotransmitter recognition and inhibition. Cell Res 34:665–668 (2024).
The UniProt Consortium, UniProt: the universal protein knowledgebase in. Nucleic Acids Res 51:523–531 (2023).

Auteurs

Robert A Holland (RA)

Syngenta, Bioscience, Jealott's Hill International Research Centre, Bracknell, UK.

Andrew Crossthwaite (A)

Syngenta, Bioscience, Jealott's Hill International Research Centre, Bracknell, UK.

Classifications MeSH