Rhazinilam and quebrachamine derivatives from Yunnan Kopsia arborea.
Three new rhazinilam-derived alkaloids, kopsiyunnanines C1, C2, and C3, and a new quebrachamine-type alkaloid, kopsiyunnanine D, which possess an unusual methoxymethyl or ethoxymethyl function, were isolated from the aerial parts of Yunnan Kopsia arborea. This is the first report of the presence of these functions in natural alkaloids. The structures and absolute configurations of the alkaloids were determined by spectroscopic methods and confirmed by semisynthesis.
Wu
Yuqiu
Y
Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.
Suehiro
Mayu
M
Kitajima
Mariko
M
Matsuzaki
Takeshi
T
Hashimoto
Shusuke
S
Nagaoka
Masato
M
Zhang
Rongping
R
Takayama
Hiromitsu
H
D000470:Alkaloids / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D029062:Apocynaceae / Q000737:chemistry*; D049109:Cell Proliferation / Q000187:drug effects; D004365:Drugs, Chinese Herbal / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D026121:Indole Alkaloids / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification*; D007212:Indolizines / Q000737:chemistry / Q000302:isolation & purification; D007769:Lactams / Q000737:chemistry / Q000302:isolation & purification; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular
D000470:Alkaloids; D004365:Drugs, Chinese Herbal; D026121:Indole Alkaloids; D007212:Indolizines; D007769:Lactams; C009170:rhazinilam; C091897:quebrachamine