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Ivermectin and Abamectin

Abstract

The avermectin structures are closely related complex 16-membered macrocyclic lactones. Although they share structural features with the antibacterial macrolides and the antifungal macrocyclic polyenes, the avermectins are not usually grouped with those compounds. Avermectins have neither antibacterial nor antifungal activities and do not inhibit protein or chitin syntheses as do the other two groups. In the avermectins the macrocycle is a backbone for further substitution with a spiroketal unit (C-17 to C-28), a hexahydrobenzofuran unit (C-2 to C-8a), and a disaccharide substituent at C-13 (Fisher and Mrozik 1984, Davies and Green 1986). The milbemycins are structurally related but are missing the C-13 disaccharide substituent (Takiguchi et al. 1980). Although the milbemycins and their potent miticidal and acaricidal properties were discovered shortly before the avermectins, their anthelmintic properties became known only after the discovery of the avermectins.

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Author information

Authors and Affiliations

  1. Department of Synthetic Chemistry Research, Merck Sharp & Dohme Research Laboratories, Rahway, New Jersey, 07065, USA

    M. H. Fisher Ph.D. & H. Mrozik Ph.D.

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  1. M. H. Fisher Ph.D.
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  2. H. Mrozik Ph.D.
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Editors and Affiliations

  1. Merck Institute for Therapeutic Research, Rahway, N.J., 07065, USA

    William C. Campbell

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© 1989 Springer-Verlag New York Inc.

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Fisher, M.H., Mrozik, H. (1989). Chemistry. In: Campbell, W.C. (eds) Ivermectin and Abamectin. Springer, New York, NY. https://doi.org/10.1007/978-1-4612-3626-9_1

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  • DOI: https://doi.org/10.1007/978-1-4612-3626-9_1

  • Publisher Name: Springer, New York, NY

  • Print ISBN: 978-1-4612-8184-9

  • Online ISBN: 978-1-4612-3626-9

  • eBook Packages: Springer Book Archive

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