1. SAR studies directed toward the pyridine moiety of the sap-feeding insecticide sulfoxaflor (Isoclast™ active)
- Author
-
Michael R. Loso, Benjamin M. Nugent, Buysse Ann M, Nick X. Wang, Zoltan L. Benko, Gerald B. Watson, Thomas C. Sparks, Timothy C. Johnson, Richard B. Rogers, and Yuanming Zhu
- Subjects
0106 biological sciences ,Quantitative structure–activity relationship ,Insecticides ,Stereochemistry ,Pyridines ,Clinical Biochemistry ,Substituent ,Pharmaceutical Science ,Methylene bridge ,01 natural sciences ,Biochemistry ,chemistry.chemical_compound ,Structure-Activity Relationship ,Drug Discovery ,Pyridine ,Moiety ,Structure–activity relationship ,Animals ,Molecular Biology ,Sulfoxaflor ,biology ,Dose-Response Relationship, Drug ,Molecular Structure ,Sulfur Compounds ,fungi ,Organic Chemistry ,biology.organism_classification ,010602 entomology ,chemistry ,Aphids ,Molecular Medicine ,Myzus persicae ,010606 plant biology & botany - Abstract
Sap-feeding insect pests constitute a major insect pest complex that includes a range of aphids, whiteflies, planthoppers and other insect species. Sulfoxaflor (Isoclast™ active), a new sulfoximine class insecticide, targets sap-feeding insect pests including those resistant to many other classes of insecticides. A structure activity relationship (SAR) investigation of the sulfoximine insecticides revealed the importance of a 3-pyridyl ring and a methyl substituent on the methylene bridge linking the pyridine and the sulfoximine moiety to achieving strong Myzus persicae activity. A more in depth QSAR investigation of pyridine ring substituents revealed a strong correlation with the calculated logoctanol/water partition coefficient (SlogP). Model development resulted in a highly predictive model for a set of 18 sulfoximines including sulfoxaflor. The model is consistent with and helps explain the highly optimized pyridine substitution pattern for sulfoxaflor.
- Published
- 2015