RESUMEN

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.

Asunto(s)

Áfidos/efectos de los fármacos , Colorantes Fluorescentes/farmacología , Insecticidas/farmacología , Nitrocompuestos/farmacología , Oxazinas/farmacología , Receptores Nicotínicos/metabolismo , Tiazoles/farmacología , Animales , Relación Dosis-Respuesta a Droga , Colorantes Fluorescentes/síntesis química , Colorantes Fluorescentes/química , Insecticidas/síntesis química , Insecticidas/química , Conformación Molecular , Neonicotinoides , Nitrocompuestos/síntesis química , Nitrocompuestos/química , Oxazinas/síntesis química , Oxazinas/química , Relación Estructura-Actividad , Tiametoxam , Tiazoles/síntesis química , Tiazoles/química