Synthesis of gem-difluoro-avermectin derivatives: potent anthelmintic and anticonvulsant agents.

ID: ALA1130722

Journal: Bioorg Med Chem Lett

Title: Synthesis of gem-difluoro-avermectin derivatives: potent anthelmintic and anticonvulsant agents.

Authors: Meinke PT, Shoop WL, Michael BF, Blizzard TA, Dawson GR, Fisher MH, Mrozik H.

Abstract: A series of gem-difluoro-avermectin derivatives was synthesized from the corresponding ketones at positions 4", 4', 13, and 23 using diethylaminosulfur trifluoride (DAST). These fluorinated avermectins exhibit potent antiparasitic activity in a new Haemonchus contortus larval assay and are equipotent to ivermectin. In addition, 23-gem-difluoro-ivermectin displays useful anticonvulsant activity in mouse models.

CiteXplore: 9934486

DOI: 10.1016/s0960-894x(98)00674-x

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