From Rational Design to Bioactivity Enhancement: Novel Benzofuranone Insecticide Discovery Assisted by a Calix[4]arene-Based Supramolecular Strategy

Fuente: PubMed "bee"
J Agric Food Chem. 2026 Jun 2. doi: 10.1021/acs.jafc.6c03260. Online ahead of print.ABSTRACTDeveloping novel-structured insecticidal agents targeting nAChR has become increasingly urgent. In this work, novel benzofuranone compounds were designed and synthesized, whose mortality rates against Myzus persicae and Aphis glycines were 30-80%. Compound 5i exhibited the best bioactivities (LC50 = 106.86 and 43.94 μg/mL against M. persicae and A. glycines, respectively) due to its π-π interactions with key residues (TRP143 and TYR186). To further enhance the insecticidal efficacy of compound 5i, calix[4]arene (C4A) was applied to improve its solubility through the supramolecular host-guest complex C4A@5i. The insecticidal activities of C4A@5i were effectively enhanced against M. persicae (LC50 = 56.66 μg/mL) and A. glycines (LC50 = 26.98 μg/mL). The enhanced solubility of compound 5i (6.27-fold) was the reason for the improved insecticidal activities of C4A@5i. Besides, compound 5i, C4A, and C4A@5i showed low bee toxicity. This study provides guidance for novel benzofuranone compounds as insecticidal candidates and serves as a reference for the development of ecologically safe supramolecular insecticides.PMID:42227711 | DOI:10.1021/acs.jafc.6c03260