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

Manuel G Ricardo, Markus Schwark, Dayma Llanes, Timo H J Niedermeyer, Bernhard Westermann

Chemistry (Weinheim an der Bergstrasse, Germany) 2021 Aug 19

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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 %. © 2021 The Authors. Published by Wiley-VCH GmbH.

Citation

Manuel G Ricardo, Markus Schwark, Dayma Llanes, Timo H J Niedermeyer, Bernhard Westermann. Total Synthesis of Aetokthonotoxin, the Cyanobacterial Neurotoxin Causing Vacuolar Myelinopathy. Chemistry (Weinheim an der Bergstrasse, Germany). 2021 Aug 19;27(47):12032-12035