Structural features of phenoxycarbonylimino neonicotinoids acting at the insect nicotinic receptor

I Ohno, M Tomizawa, N Miyazu, G Kushibiki…

Index: Ohno, Ikuya; Tomizawa, Motohiro; Miyazu, Nozomi; Kushibiki, Gohito; Noda, Kumiko; Hasebe, Yasunori; Durkin, Kathleen A.; Miyake, Taiji; Kagabu, Shinzo Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 19 p. 5933 - 5935

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Citation Number: 8

Abstract

Substituted-phenoxycarbonylimino neonicotinoid ligands with an electron-donating group showed significantly higher affinity to the insect nicotinic receptor relative to that of the analogue with an electron-withdrawing substituent, thereby establishing in silico binding site interaction model featuring that the phenoxy ring of neonicotinoids and the receptor loop D tryptophan indole plane form a face-to-edge aromatic interaction.