Journal of natural products

Concise large-scale synthesis of psilocin and psilocybin, principal hallucinogenic constituents of “Magic Mushroom”

O Shirota, W Hakamata, Y Goda

Index: Shirota, Osamu; Hakamata, Wataru; Goda, Yukihiro Journal of Natural Products, 2003 , vol. 66, # 6 p. 885 - 887

Full Text: HTML

Citation Number: 32

Abstract

The concise large-scale syntheses of psilocin (1) and psilocybin (2), the principal hallucinogenic constituents of “magic mushroom”, were achieved without chromatographic purification. The key step in the synthesis of 2 was the isolation of the dibenzyl-protected intermediate (7) as a zwitterionic derivative (8), which was completely identified by means of 2D NMR analyses.

Related Articles:

Improvements to the synthesis of psilocybin and a facile method for preparing the O-acetyl prodrug of psilocin

[Nichols, David E.; Frescas, Stewart Synthesis, 1999 , # 6 p. 935 - 938]

Synthesis and in vitro evaluation of anti-inflammatory activity of ester and amine derivatives of indoline in RAW 264.7 and peritoneal macrophages

[Furman, Svetlana; Nissim-Bardugo, Elinor; Zeeli, Shani; Weitman, Michal; Nudelman, Abraham; Finkin-Groner, Efrat; Moradov, Dorit; Shifrin, Helena; Schorer-Apelbaum, Donna; Weinstock, Marta Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 10 p. 2283 - 2287]

Improvements to the synthesis of psilocybin and a facile method for preparing the O-acetyl prodrug of psilocin

[Nichols, David E.; Frescas, Stewart Synthesis, 1999 , # 6 p. 935 - 938]

Synthesis and in vitro evaluation of anti-inflammatory activity of ester and amine derivatives of indoline in RAW 264.7 and peritoneal macrophages

[Furman, Svetlana; Nissim-Bardugo, Elinor; Zeeli, Shani; Weitman, Michal; Nudelman, Abraham; Finkin-Groner, Efrat; Moradov, Dorit; Shifrin, Helena; Schorer-Apelbaum, Donna; Weinstock, Marta Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 10 p. 2283 - 2287]

More Articles...