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Optical Control of Insect Behavior and Receptors with Azobenzene-Bridged Fipronil and Imidacloprid.

Authors :
Fu W
Sheng Z
Qiao Z
Xu Z
Li M
Guan Y
Li Z
Shao X
Source :
Journal of agricultural and food chemistry [J Agric Food Chem] 2024 Jun 05; Vol. 72 (22), pp. 12469-12477. Date of Electronic Publication: 2024 May 21.
Publication Year :
2024

Abstract

Photopharmacology can be implemented in a way of regulating drug activities by light-controlling the molecular configuations. Three photochromic ligands (PCLs) that bind on one or two sites of GABARs and nAChRs were reported here. These multiphoton PCLs, including FIP-AB-FIP, IMI-AB-FIP, and IMI-AB-IMI, are constructed with an azobenzene (AB) bridge that covalently connects two fipronil (FIP) and imidacloprid (IMI) molecules. Interestingly, the three PCLs as well as FIP and IMI showed great insecticidal activities against Aedes albopictus larvae and Aphis craccivora . IMI-AB-FIP in both trans / cis isomers can be reversibly interconverted depending on light, accompanied by insecticidal activity decrease or increase by 1.5-2.3 folds. In addition, IMI-AB-FIP displayed synergistic effects against A. craccivora (LC <subscript>50, IMI-AB-FIP</subscript> = 14.84-22.10 μM, LC <subscript>50, IMI-AB-IMI</subscript> = 210.52-266.63 μM, LC <subscript>50, and FIP-AB-FIP</subscript> = 36.25-51.04 μM), mainly resulting from a conceivable reason for simultaneous targeting on both GABARs and nAChRs. Furthermore, modulations of wiggler-swimming behaviors and cockroach neuron function were conducted and the results indirectly demonstrated the ligand-receptor interactions. In other words, real-time regulations of receptors and insect behaviors can be spatiotemporally achieved by our two-photon PCLs using light.

Details

Language :
English
ISSN :
1520-5118
Volume :
72
Issue :
22
Database :
MEDLINE
Journal :
Journal of agricultural and food chemistry
Publication Type :
Academic Journal
Accession number :
38771932
Full Text :
https://doi.org/10.1021/acs.jafc.4c00822