Isolation of N,N-dimethyl and N-methylserotonin 5-O-β-glucosides from immature Zanthoxylum piperitum seeds.
Two serotonin derivatives, N,N-dimethylserotonin 5-O-β-glucoside (1a) and N-methylserotonin 5-O-β-glucoside (1b) were isolated from immature seeds of Zanthoxylum piperitum. Their structures were determined by multi-step conversion reactions and spectroscopic analyses. Immature seeds of Z. piperitum contained extremely high levels of compounds 1a and 1b of approximately 0.29% and 0.15% (w/w), respectively.
Yanase
Emiko
E
Faculty of Applied Biological Sciences, Gifu University, Gifu, Japan.
Ohno
Masaki
M
Harakawa
Hironari
H
Nakatsuka
Shin-ichi
S
D002027:Bufotenin / Q000302:isolation & purification*; D005960:Glucosides; D015394:Molecular Structure; D012639:Seeds / Q000737:chemistry*; D012701:Serotonin / Q000031:analogs & derivatives* / Q000302:isolation & purification; D012702:Serotonin Antagonists / Q000302:isolation & purification; D013057:Spectrum Analysis; D032106:Zanthoxylum / Q000737:chemistry*
D005960:Glucosides; D012702:Serotonin Antagonists; D002027:Bufotenin; C008494:N-methylserotonin; D012701:Serotonin