Affiliation:
1. Instituto de Ecología, A.C Red de Estudios Moleculares Avanzados, Clúster Científico y Tecnológico BioMimic Veracruz Mexico
2. Cátedra CONACyT en el Instituto de Ecología, A. C Veracruz Mexico
3. Centro de Investigación en Química Aplicada Saltillo Coahuila Mexico
Abstract
AbstractBACKGROUNDThe amino acids R‐ and S‐proline were used to synthesize novel neonicotinoid derivatives that, after being characterized by 1H, DEPTQ 135, and HRMS–QTOF, were evaluated for use as insecticides against Galleria mellonella (caterpillar), Sitophilus zeamais, Xylosandrus morigerus, Xyleborus affinis, and Xyleborus ferrugineus.RESULTSComparisons of biological activity and absolute configuration showed that the R enantiomer had excellent and outstanding insecticidal activity against the insects tested, with up to 100% mortality after 12 h compared with dinotefuran at the same concentration.CONCLUSIONSThe results suggest that compound R6 is an excellent lead enantiopure insecticide for future development in the field of crop protection. Furthermore, intermolecular interactions between nicotinic acetylcholine receptors and the R enantiomer displays a lower score which mean a higher affinity to the nAChR receptor and the π–π interactions are more stable than the S derivative. © 2023 Society of Chemical Industry.
Subject
Insect Science,Agronomy and Crop Science,General Medicine
Cited by
2 articles.
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