Broflanilide: A meta-diamide insecticide with a novel mode of action

去甲基 化学 氟虫腈 立体化学 行动方式 苯甲酰胺 生物化学 杀虫剂 代谢物 农学 生物
作者
T. Nakao,Shinichi Banba
出处
期刊:Bioorganic & Medicinal Chemistry [Elsevier]
卷期号:24 (3): 372-377 被引量:128
标识
DOI:10.1016/j.bmc.2015.08.008
摘要

Broflanilide is a meta-diamide [3-benzamido-N-(4-(perfluoropropan-2-yl)phenyl)benzamide] that exhibits high larvicidal activity against Spodoptera litura. It has been suggested that broflanilide is metabolized to desmethyl-broflanilide and that it acts as a noncompetitive resistant-to-dieldrin (RDL) γ-aminobutyric acid (GABA) receptor antagonist. The binding site of desmethyl-broflanilide was demonstrated to be distinct from that of conventional noncompetitive antagonists such as fipronil. It has been proposed that the site of action for desmethyl-broflanilide is close to G336 in the M3 region of the Drosophila RDL GABA receptor. However, although the site of action for desmethyl-broflanilide appears to overlap with that of macrocyclic lactones, different modes of actions have been demonstrated for desmethyl-broflanilide and the macrocyclic lactones. The mechanisms underlying the high selectivity of meta-diamides are also discussed in this review. Broflanilide is expected to become a prominent insecticide because it is effective against pests with resistance to cyclodienes and fipronil.
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