First total synthesis of trimeric indole alkaloid, psychotrimine.
The first total synthesis of (+/-)-psychotrimine, a novel trimeric indole alkaloid isolated from Psychotria rostrata, was achieved. In the total synthesis, the copper-mediated intramolecular and intermolecular aminations of halobenzenes, which respectively contributed to the construction of a pyrrolidinoindoline core and the installation of a third tryptamine unit, were used as key steps.
Matsuda
Yohei
Y
Graduate School of Pharmaceutical Sciences, Chiba University, Chiba 263-8522, Japan.
Kitajima
Mariko
M
Takayama
Hiromitsu
H
D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry*; D032069:Psychotria / Q000737:chemistry*; D013237:Stereoisomerism; D014363:Tryptamines / Q000737:chemistry*
D026121:Indole Alkaloids; D014363:Tryptamines; C503380:psychotrimine