Chemical and Pharmaceutical Bulletin
January 2002
Fumio Yamada, Mayumi Tamura, Atsuko Hasegawa et al.
Psilocin analogs having either a formyl group (9-12) or a bromine atom (13-18) at the 5- or 7-position have been prepared for the first time. Syntheses of 5- and 7-bromo derivatives of 4-hydroxy- (23, 24, 28) and 4-benzyloxyindole-3-carbaldehyde (19, 25, 29, 30), 4-benzyloxyindole-3-acetonitriles (20, 31), and 4-benzyloxy-N,N-dimethyltryptamine (32, 34, 35) have also been established.
Chemical and Pharmaceutical Bulletin
2001
Masanori Somei, Fumio Yamada, Takashi Kurauchi et al.
41 citations
Application of regioselective nucleophilic substitution reactions of 1-hydroxytryptamines to novel and simple syntheses of serotonin (1a), N-methylserotonin (1b), bufotenine (1c), 5-methoxy-N-methyltryptamine (2a), bufobutanoic acid (3a), N-(indol-3-yl)methyl-5-methoxy-N-methyltryptamine (4), and lespedamine (5) are described. Effective syntheses of 5-benzyloxytryptamine and...
Chemical and Pharmaceutical Bulletin
1986
Genjiro Kusano, Yutaka Koike, Hideo Inoue et al.
21 citations
Cerevisterol (1) and a new acetylenic compound, 4, 6-decadiyne-1, 3, 8-triol (2) were isolated and characterized from a hallucinogenic mushroom, Gymnopilus spectabilis (FR.) A. H. SMITH, along with ergosterol, ergosteryl peroxide and choline.Psychoactive compounds such as psilocybin and related compounds have not been detected in our collections of this mushroom, though some psilocybin has been...
Chemical and Pharmaceutical Bulletin
1986
Daniel Dauzonne, René Royer
7 citations
A convenient one-step procedure to synthesize the title compounds (3a-v) by the reaction between 1, 2, 3-trimethoxy-5-(2-nitroethyl)benzene (1) and aromatic or heterocyclic aldehydes is reported. The obtained 1-aryl-2-nitro-3-(3, 4, 5-trimethoxyphenyl)propenes can easily be reduced to provide new mescaline derivatives. As an example, 1-(3-indolyl)-2-amino-3-(3, 4, 5-trimethoxyphenyl)propane...
Chemical and Pharmaceutical Bulletin
1978
Akira Ueno, Yukinobu Ikeya, Seigo Fukushima et al.
12 citations
A new flavone derivative named desmodol was isolated together with N, N-dimethyltryptamine, bufotenine and bufotenine N-oxide from the roots and stems of Desmodium caudatum DC. The structure of desmodol was presented to be 5-hydroxy-6-methyl-8, 8-dimethyl-2-(3, 4-dihydroxyphenyl)-4H, 8H-benzo [1, 2-b : 3, 4-b'] dipyran-4-one (5, 3', 4'-trihydroxy-6-methyl-8, 8-dimethylpyrano (2, 3-h)-flavone)...