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Letter
Planta Med 2006; 72: 665-666
DOI: 10.1055/s-2006-931576

© Georg Thieme Verlag KG Stuttgart · New York
 
 
Aeruginascin, a Trimethylammonium Analogue of Psilocybin from the Hallucinogenic Mushroom Inocybe aeruginascens
 
Niels Jensen1, Jochen Gartz2, Hartmut Laatsch1
1 Institute of Organic and Biomolecular Chemistry, Georg-August University Göttingen, Göttingen, Germany
2 Fungal Biotransformations, Leipzig, Germany

Dedicated to Dr. Albert Hofmann in honour of his 100th birthday

Abstract

The hallucinogenic mushroom Inocybe aeruginascens contains several typical Psilocybe alkaloids including psilocybin. We have now elucidated the structure of a further indole derivative named aeruginascin as the quaternary ammonium compound N,N,N-trimethyl-4-phosphoryloxytryptamine. Aeruginascin is closely related to the frog skin toxin bufotenidine (5-HTQ), a potent 5-HT3 receptor agonist, and has been found exclusively in Inocybe aeruginascens so far.

Supporting Information for this article is available online at www.thieme-connect.de/ejournals/toc/plantamedica.
 
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