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Optical Control of Insect Behavior and Receptors with Azobenzene-Bridged Fipronil and Imidacloprid.
- 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.
- Subjects :
- Animals
Larva drug effects
Larva growth & development
Insect Proteins chemistry
Insect Proteins metabolism
Behavior, Animal drug effects
Light
Receptors, Nicotinic chemistry
Receptors, Nicotinic metabolism
Receptors, GABA metabolism
Receptors, GABA chemistry
Nitro Compounds chemistry
Nitro Compounds pharmacology
Insecticides chemistry
Insecticides pharmacology
Azo Compounds chemistry
Azo Compounds pharmacology
Neonicotinoids chemistry
Neonicotinoids pharmacology
Pyrazoles chemistry
Pyrazoles pharmacology
Aedes drug effects
Subjects
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