Alkaloids from a Tibetan medicine Meconopsis quintuplinervia Regel
Shang, X-ya.; Shi, J-gong.; Yang, Y-chun.; Liu, X.; Li, C.; Zhang, C-zhong.
Yao Xue Xue Bao 38(4): 276-278
2003
ISSN/ISBN: 0513-4870 PMID: 12889127 Document Number: 557364
Aim 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 (II). Conclusion 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.