2006
DOI: 10.1055/s-2006-931576
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Aeruginascin, a Trimethylammonium Analogue of Psilocybin from the Hallucinogenic MushroomInocybe aeruginascens

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.

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Cited by 48 publications
(39 citation statements)
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“…83 Thin-layer chromatography was reported as an appropriate method of psilocybin/psilocin isolation using cellulose plates or silica gel plates. 60,71,87,[111][112][113] The methods of paper chromatography 108 or bidirectional paper chromatography 74,75 were also used for separation. A method of psilocybin isolation using preparative thin-layer chromatography on silica gel plates followed by reextraction was developed.…”
Section: Methods Of Qualitative Analysis and Isolationmentioning
confidence: 99%
“…83 Thin-layer chromatography was reported as an appropriate method of psilocybin/psilocin isolation using cellulose plates or silica gel plates. 60,71,87,[111][112][113] The methods of paper chromatography 108 or bidirectional paper chromatography 74,75 were also used for separation. A method of psilocybin isolation using preparative thin-layer chromatography on silica gel plates followed by reextraction was developed.…”
Section: Methods Of Qualitative Analysis and Isolationmentioning
confidence: 99%
“…13) Some of these, such as psilocin, baeocystin, norbaeocystin, bufotenin, and aerginascin, have psychoactive effects, although many hallucinogenic mushrooms produce smaller amounts of them than psilocybin. 13,14) These findings suggest that inhibition of marble-burying behavior by P. argentipes is due to the involvement of a variety of psychoactive substances.…”
mentioning
confidence: 89%
“…1e). Also this compound obtained its name from the mushroom species were it was identified Inocybe aeruginascens after extraction with polar solvents (Gartz, 1989a;Jensen et al, 2006).…”
Section: Identity Physical and Chemical Properties 21 Identitymentioning
confidence: 99%