[Alkaloids from a Tibetan medicine Meconopsis quintuplinervia Regel].
OBJECTIVE
To reinvestigate the chemical constituents of the ethanolic extract of Meconopsis quintuplinervia Regel which is a traditional Tibetan medicine used for treatments of hepatitis, tuberculosis etc..


METHODS
The compounds were enriched by column chromatography techniques over silica gel, macro porous resin and Sephadex LH-20 absorbents, and finally purified by reverse phase preparative HPLC methods with isocratic mobile phase systems of methanol-H2O-acetic acid (500:500:1) and acetonitrile-H2O-acetic acid (200:800:1). Structural determination of the pure compounds were based on extensive analyses of modern spectroscopic methods including IR, MS, HRMS, 1D- and 2D-NMR spectra.


RESULTS
Three alkaloids were obtained and their structures were elucidated as norsanguinarine (I), O-methylflavinantine (II) and 6-methoxy-17-methyl-2, 3-[methylenebis (oxy)]-morphin-5-en-7-one (III).


CONCLUSIONS
Norsanguinarine (I) was isolated from genus Meconopsis for the first time, and 6-methoxy-17-methyl-2,3-[methylenebis(oxy)]-morphin-5-en-7-one (III) is a new alkaloid named as meconoquintupline.
Shang
Xiao-ya
XY
Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.
Shi
Jian-gong
JG
Yang
Yong-chun
YC
Liu
Xing
X
Li
Chong
C
Zhang
Cheng-zhong
CZ
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification; D038861:Medicine, Tibetan Traditional; D008968:Molecular Conformation; D015394:Molecular Structure; D009019:Morphinans / Q000737:chemistry / Q000302:isolation & purification; D009022:Morphine Derivatives / Q000737:chemistry / Q000302:isolation & purification*; D028101:Papaveraceae / Q000737:chemistry*; D010946:Plants, Medicinal / Q000737:chemistry*
C483649:6-methoxy-17-methyl-2,3-(methylenebis(oxy))-morphin-5-en-7-one; D000470:Alkaloids; D009019:Morphinans; D009022:Morphine Derivatives; C483650:norsanguinarine; C024736:2-methylflavinantine