title: Recent advances in the chemistry of spinosyns.
abstract: The spinosyns are a new class of fermentation-derived insect control agents that are effective against a variety of chewing insect pests. The successful introduction of spinosad into the agricultural marketplace represents an important milestone in the use of natural products for commercial pest control. The development of a natural product presents additional limitations relative to a synthetic material. While the latter affords some degree of control in building appropriate physical attributes such as photostability, a natural product, designed to function in a different environment, is often less suited for traditional spray applications. Despite its intrinsic photolability, spinosad is stable enough to perform under field conditions. In an effort to generate analogs with improved physical characteristics, we have developed a variety of conditions for selectively modifying different portions of the molecule, and we have discovered analogs with greater activity against a broader spectrum of pests. The inability to translate improved greenhouse activity to actual field conditions resulted in a detailed study of the effects of formulations and crystallinity on biological activity. Through this effort, measurably improved field performance of synthetic spinosyn analogs relative to the natural product have now been observed.
authors.affiliation: Dow AgroSciences LLC, 9330 Zionsville Road, Indianapolis, IN 46268, USA.
authors.forename: G D
authors.initials: GD
authors.lastname: Crouse
authors.forename: T C
authors.initials: TC
authors.lastname: Sparks
authors.forename: J
authors.initials: J
authors.lastname: Schoonover
authors.forename: J
authors.initials: J
authors.lastname: Gifford
authors.forename: J
authors.initials: J
authors.lastname: Dripps
authors.forename: T
authors.initials: T
authors.lastname: Bruce
authors.forename: L L
authors.initials: LL
authors.lastname: Larson
authors.forename: J
authors.initials: J
authors.lastname: Garlich
authors.forename: C
authors.initials: C
authors.lastname: Hatton
authors.forename: R L
authors.initials: RL
authors.lastname: Hill
authors.forename: T V
authors.initials: TV
authors.lastname: Worden
authors.forename: J G
authors.initials: JG
authors.lastname: Martynow
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry; D001681:Biological Assay; D002622:Chemistry, Agricultural / Q000379:methods; D018556:Crops, Agricultural / Q000378:metabolism; D003460:Crystallization; D004338:Drug Combinations; D005285:Fermentation; D007300:Insect Control; D007306:Insecticides / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D018942:Macrolides / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D015394:Molecular Structure; D010782:Photolysis
chemical_list: D000900:Anti-Bacterial Agents; D004338:Drug Combinations; D007306:Insecticides; D018942:Macrolides; C114883:spinosyn A; C114884:spinosyn D; C415329:spinosad