Total Synthesis and Structural Reassignment of the Molt-Inhibiting Marine Alkaloid Erebusinone

The marine alkaloid erebusinone is a secondary metabolite isolated from the Antarctic sponge Isodictya erinacea. Initial biological assays have shown that erebusinone increases amphipod mortality, probably by inhibition of the biosynthesis of molting hormone (ecdysone). Herein, we report the first t...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2024-10, Vol.87 (10), p.2499-2506
Main Authors: Tham, Louisa, Bulcock, Brodie W., Sala, Samuele, Nealon, Gareth L., Flematti, Gavin R., Moggach, Stephen A., Piggott, Matthew J.
Format: Article
Language:English
Subjects:
alkaloids
Amphipoda
Antarctic region
biosynthesis
ecdysone
mortality
secondary metabolites
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Summary:The marine alkaloid erebusinone is a secondary metabolite isolated from the Antarctic sponge Isodictya erinacea. Initial biological assays have shown that erebusinone increases amphipod mortality, probably by inhibition of the biosynthesis of molting hormone (ecdysone). Herein, we report the first total synthesis of the proposed structure of erebusinone and a structural revision.
ISSN:0163-3864
1520-6025
1520-6025
DOI:10.1021/acs.jnatprod.4c00973