Synthesis and biological activity of fluorescent neonicotinoid insecticide thiamethoxam

Emiliane Taillebois (1) , Paul Langlois (1) , Thomas Cunha (2, 3) , Denis Seraphin (2, 3) , Steeve H Thany (1)

1 SIFCIR - Signalisation Fonctionnelle des Canaux Ioniques et Récepteurs
2 SONAS - Substances d'Origine Naturelle et Analogues Structuraux
3 QUASAV - SFR UA 4207 QUAlité et SAnté du Végétal

Here, we describe the synthesis of two new fluorescent derivatives of thiamethoxam and compared their toxicity on aphid Acyrthosiphon pisum and their mode of action on insect nicotinic acetylcholine receptors expressed on the sixth abdominal ganglion. The compound 3 with two 2-chlorothiazole moieties was found to be more toxic using toxicological bioassays 24 h and 48 h after exposure while compound 4 appeared more active using cockroach ganglionic depolarization. Interestingly, thiamethoxam appeared more effective than component 3 and 4, respectively. Our results demonstrated that component 3 and 4 act as agonists of insect nicotinic acetylcholine receptors

Mots clés: neonicotinoid; thiametoxam; insect

Mots clés: insecticide; nicotinic receptor

Domaines: Sciences du Vivant [q-bio]

Emiliane Taillebois, Paul Langlois, Thomas Cunha, Denis Seraphin, Steeve H Thany. Synthesis and biological activity of fluorescent neonicotinoid insecticide thiamethoxam. Bioorganic and Medicinal Chemistry Letters, 2014, 24 (15), pp.3552-3555. ⟨10.1016/j.bmcl.2014.05.052⟩. ⟨hal-02641484⟩