Identification of ω-N-Methyl-4-hydroxytryptamine (Norpsilocin) as a Psilocybe Natural Product

被引：39

作者：

Lenz, Claudius ^{[1
]}

Wick, Jonas ^{[1
]}

Hoffmeister, Dirk ^{[1
]}

机构：

[1] Friedrich Schiller Univ Jena, Dept Pharmaceut Microbiol, Hans Knoll Inst, Winzerlaer Str 2, D-07745 Jena, Germany

来源：

JOURNAL OF NATURAL PRODUCTS | 2017年 / 80卷 / 10期

关键词：

HALLUCINOGENIC MUSHROOMS; TRYPTAMINE DERIVATIVES; LIQUID-CHROMATOGRAPHY; UND PSILOCIN; EXTRACTION;

D O I：

10.1021/acs.jnatprod.7b00407

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

We report the identification of omega-N-methyl-4-hydroxytrypt-amine (norpsilocin, 1) from the carpophores of the hallucinogenic mushroom Psilocybe cubensis. The structure was elucidated by 1D and 2D NMR spectroscopy and high-resolution mass spectrometry. Norpsilocin has not previously been reported as a natural product. It likely represents the actual psychotropic agent liberated from its 4-phosphate ester derivative, the known natural product baeocystin. We further present a simple and artifact free extraction method that prevents dephosphorylation and therefore helps reflect the naturally occurring metabolic profile of Psilocybe mushrooms in subsequent analyses.

引用

页码：2835 / 2838

页数：4

共 20 条

[1] BIOSYNTHESIS OF PSILOCYBIN .2. INCORPORATION OF LABELLED TRYPTAMINE DERIVATIVES [J].