Literature DB >> 12828485

Concise large-scale synthesis of psilocin and psilocybin, principal hallucinogenic constituents of "magic mushroom".

Osamu Shirota1, Wataru Hakamata, Yukihiro Goda.   

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.

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Year:  2003        PMID: 12828485     DOI: 10.1021/np030059u

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  9 in total

1.  Effect of Psilocybin and Ketamine on Brain Neurotransmitters, Glutamate Receptors, DNA and Rat Behavior.

Authors:  Adam Wojtas; Agnieszka Bysiek; Agnieszka Wawrzczak-Bargiela; Zuzanna Szych; Iwona Majcher-Maślanka; Monika Herian; Marzena Maćkowiak; Krystyna Gołembiowska
Journal:  Int J Mol Sci       Date:  2022-06-16       Impact factor: 6.208

2.  Glucuronidation of psilocin and 4-hydroxyindole by the human UDP-glucuronosyltransferases.

Authors:  Nenad Manevski; Mika Kurkela; Camilla Höglund; Timo Mauriala; Michael H Court; Jari Yli-Kauhaluoma; Moshe Finel
Journal:  Drug Metab Dispos       Date:  2009-12-10       Impact factor: 3.922

3.  Chemoenzymatic Synthesis of 5-Methylpsilocybin: A Tryptamine with Potential Psychedelic Activity.

Authors:  Janis Fricke; Alexander M Sherwood; Adam L Halberstadt; Robert B Kargbo; Dirk Hoffmeister
Journal:  J Nat Prod       Date:  2021-03-05       Impact factor: 4.803

Review 4.  Chemistry and Toxicology of Major Bioactive Substances in Inocybe Mushrooms.

Authors:  Jiri Patocka; Ran Wu; Eugenie Nepovimova; Martin Valis; Wenda Wu; Kamil Kuca
Journal:  Int J Mol Sci       Date:  2021-02-23       Impact factor: 5.923

5.  Synthesis and Characterization of 5-MeO-DMT Succinate for Clinical Use.

Authors:  Alexander M Sherwood; Romain Claveau; Rafael Lancelotta; Kristi W Kaylo; Kelsey Lenoch
Journal:  ACS Omega       Date:  2020-12-02

Review 6.  1H Nuclear Magnetic Resonance: A Future Approach to the Metabolic Profiling of Psychedelics in Human Biofluids?

Authors:  Sylvana Vilca-Melendez; Malin V Uthaug; Julian L Griffin
Journal:  Front Psychiatry       Date:  2021-12-13       Impact factor: 4.157

7.  Effects of ketamine optical isomers, psilocybin, psilocin and norpsilocin on time estimation and cognition in rats.

Authors:  Piotr Popik; Adam Hogendorf; Ryszard Bugno; Shaun Yon-Seng Khoo; Pawel Zajdel; Natalia Malikowska-Racia; Agnieszka Nikiforuk; Joanna Golebiowska
Journal:  Psychopharmacology (Berl)       Date:  2022-03-02       Impact factor: 4.415

Review 8.  Regulatory science of natural products.

Authors:  Yukihiro Goda
Journal:  J Nat Med       Date:  2022-07-23       Impact factor: 3.192

9.  Homebrewed psilocybin: can new routes for pharmaceutical psilocybin production enable recreational use?

Authors:  William J Gibbons; Madeline G McKinney; Philip J O'Dell; Brooke A Bollinger; J Andrew Jones
Journal:  Bioengineered       Date:  2021-12       Impact factor: 3.269

  9 in total

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