- Isolation of N,N-dimethyl and N-methylserotonin 5-0-ss-glucosides from immature zanthoxylum piperitum seeds
-
Two serotonin derivatives, N,N-dimethylserotonin 5-O-ss-glucoside (la) and N-methylserotonin 5-O-ss-glucoside (lb) were isolated from immature seeds of Zanthoxylum piperitum. Their structures were determined by multi-step conversion reactions and spectro-scopic analyses. Immature seeds of Z. piperitum contained extremely high levels of compounds la and lb of approximately 0.29% and 0.15% (w/w), respectively.
- Yanase, Emiko,Ohno, Masaki,Harakawa, Hironari,Nakatsuka, Shin-Ichi
-
-
Read Online
- Method for preparing N-methyl-5-hydroxytryptamine by taking 5-hydroxytryptamine hydrochloride as raw material
-
The invention discloses a method for preparing N-methyl-5-hydroxytryptamine by taking 5-hydroxytryptamine hydrochloride as raw material. The method comprises the steps of firstly, carrying out formylation reaction on acetic formic anhydride and 5-hydroxytryptamine hydrochloride to generate a monoformylation product of primary amine; and reducing by lithium aluminum hydride to obtain the N-methyl-5-hydroxytryptamine. According to the method, 5-hydroxytryptamine hydrochloride is used as a raw material, the generation of N,N-dimethyl 5-hydroxytryptamine which is a dimethylation product is inhibited through primary amine formylation and reductive hydrogenation, and compared with a mixture containing N-methyl-5-hydroxytryptamine obtained through a biological extraction method, the method has the advantages in product purity, the N-methyl-5-hydroxytryptamine with relatively high single purity can be provided for medical research, the influence of other components in the extract on a researchresult is eliminated, and the current situations of low content of effective components and complex components of the N-methyl-5-hydroxytryptamine in a biological extraction method are changed.
- -
-
Paragraph 0030; 0033-0036; 0039-0042; 0045-0047
(2021/02/10)
-
- The chemistry of indoles. CIII. Simple syntheses of serotonin, N-methylserotonin, bufotenine, 5-methoxy-N-methyltryptamine, bufobutanoic acid, N-(indol-3-yl)methyl-5-methoxy-N-methyltryptamine, and lespedamine based on 1-hydroxyindole chemistry
-
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 1-methoxy-2-oxindoles are also reported.
- Somei,Yamada,Kurauchi,Nagahama,Hasegawa,Yamada,Teranishi,Sato,Kaneko
-
-
- Syntheses of Serotonin, N-Methylserotonin, Bufotenine, and Melatonin, and the First Total Synthesis of N-(Indol-3-yl)methyl-N-methyl-5-methoxytryptamine from Tryptamine through a Common Intermediate, 1-Hydroxytryptamine
-
Simple syntheses of serotonin (1a), N-methylserotonin (1b), bufotenine (1c), and melatonin (2), and the first total synthesis of N-(indol-3-yl)methyl-N-methyl-5-methoxytryptamine (3) from tryptamine (4a) are reported through acid catalyzed nucleophilic substitution reaction of 1-hydroxytryptamines.
- Somei, Masanori,Yamada, Fumio,Morikawa, Harunobu
-
-