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Design, Synthesis, and Insecticidal Evaluation of New Benzoylureas Containing Amide and Sulfonate Groups Based on the Sulfonylurea Receptor Protein Binding Site for Diflubenzuron and Glibenclamide

Author:
Sun, Ranfeng, Wang, Ziwen, Li, Yongqiang, Xiong, Lixia, Liu, Yuxiu, Wang, Qingmin
Source:
Journal of agricultural and food chemistry 2013 v.61 no.3 pp. 517-522
ISSN:
1520-5118
Subject:
Plutella xylostella, binding sites, diflubenzuron, glibenclamide, insecticidal properties, mass spectrometry, nuclear magnetic resonance spectroscopy, protein binding
Abstract:
On the basis of the sulfonylurea receptor (SUR) protein binding site for diflubenzuron and glibenclamide, 15 new benzoylphenylureas containing amide and sulfonate groups were designed and synthesized. Their structures were characterized by ¹H nuclear magnetic resonance (NMR) and elemental analysis [or high-resolution mass spectrometry (HRMS)]. The larvicidal activities of the new compounds against oriental armyworm and diamondback moth were evaluated. Compound II-3 showed nearly the same level of insecticidal activity against oriental armyworm as commercial insecticide flucycloxuron and, thus, emerged as a new lead compound for the development of new benzoylurea insecticides.
Agid:
317310