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Peer-reviewed veterinary case report

Total Synthesis of Aetokthonotoxin, the Cyanobacterial Neurotoxin Causing Vacuolar Myelinopathy.

Journal:
Chemistry (Weinheim an der Bergstrasse, Germany)
Year:
2021
Authors:
Ricardo, Manuel G et al.
Affiliation:
Department of Bioorganic Chemistry · Germany
Species:
bird

Abstract

Aetokthonotoxin has recently been identified as the cyanobacterial neurotoxin causing Vacuolar Myelinopathy, a fatal neurologic disease, spreading through a trophic cascade and affecting birds of prey such as the bald eagle in the USA. Here, we describe the total synthesis of this specialized metabolite. The complex, highly brominated 1,2'-biindole could be synthesized via a Somei-type Michael reaction as key step. The optimised sequence yielded the natural product in five steps with an overall yield of 29 %.

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Original publication: https://pubmed.ncbi.nlm.nih.gov/34081364/