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Chemoenzymatic Synthesis of 5-Methylpsilocybin: A Tryptamine with Potential Psychedelic Activity.
Fricke, Janis; Sherwood, Alexander M; Halberstadt, Adam L; Kargbo, Robert B; Hoffmeister, Dirk.
Afiliación
  • Fricke J; Department Pharmaceutical Microbiology at the Hans-Knöll-Institute, Friedrich-Schiller-Universität Jena, Winzerlaer Strasse 2, 07745 Jena, Germany.
  • Sherwood AM; Usona Institute, Madison Wisconsin 53711, United States.
  • Halberstadt AL; Department of Psychiatry, University of California San Diego, La Jolla, California 92093-0804, United States.
  • Kargbo RB; Research Service, VA San Diego Healthcare System, San Diego, California 92161, United States.
  • Hoffmeister D; Usona Institute, Madison Wisconsin 53711, United States.
J Nat Prod ; 84(4): 1403-1408, 2021 04 23.
Article en En | MEDLINE | ID: mdl-33667102
A novel analogue of psilocybin was produced by hybrid chemoenzymatic synthesis in sufficient quantity to enable bioassay. Utilizing purified 4-hydroxytryptamine kinase from Psilocybe cubensis, chemically synthesized 5-methylpsilocin (2) was enzymatically phosphorylated to provide 5-methylpsilocybin (1). The zwitterionic product was isolated from the enzymatic step with high purity utilizing a solvent-antisolvent precipitation approach. Subsequently, 1 was tested for psychedelic-like activity using the mouse head-twitch response assay, which indicated activity that was more potent than the psychedelic dimethyltryptamine, but less potent than that of psilocybin.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Psilocibina / Triptaminas / Alucinógenos Límite: Animals Idioma: En Revista: J Nat Prod Año: 2021 Tipo del documento: Article País de afiliación: Alemania Pais de publicación: Estados Unidos
Texto completo
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Psilocibina / Triptaminas / Alucinógenos Límite: Animals Idioma: En Revista: J Nat Prod Año: 2021 Tipo del documento: Article País de afiliación: Alemania Pais de publicación: Estados Unidos