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,...
Aeruginascin ist ein Naturstoff aus dem halluzinogenen Pilz Inocybe aeruginascens. Die Substanz wurde isoliert und als 4-Phosphoryloxy-N,N,N-trimethyl-tryptamin identifiziert. Aeruginascin ist das quartäre Trimethylammonium-Analogon der halluzinogenen Substanz Psilocybin. Synthetisches Aeruginascin war in allen Aspekten identisch mit der isolierten Probe. Zusätzlich wurden die Pilzalkaloide...
In studies of the SAR of phenethylamine-type serotonin 5-HT(2A) receptor agonists, substituted conformationally constrained tetrahydronaphthofurans were designed to investigate the optimal conformation of the 2-aminoethyl moiety. These compounds were tested using in vitro assays for affinity at 5-HT(1A), 5-HT(2A), and 5-HT(2C) receptors. The benzofuran-containing analogues, 6a and 6b, had...