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Application of chromatography technology in the separation of active alkaloids from Hypecoum leptocarpum and their inhibitory effect on fatty acid synthase.

Abstract
A method that involved the combination of pH-zone-refining counter-current chromatography and semipreparative reversed-phase liquid chromatography has been established for the preparative separation of alkaloids from Hypecoum leptocarpum. From 1.2 g of crude sample, 31 mg N-feruloyltyramine, 27 mg oxohydrastinine, 47 mg hydroprotopine, 25 mg leptopidine, and 18 mg hypecocarpine have been obtained. The structure of the new compound, hypecocarpine, is confirmed based on the analysis of spectroscopic data, including NMR, UV, and IR spectroscopy and positive electrospray ionization mass spectrometry. The known chemical structures were characterized on the basis of (1) H and (13) C NMR spectroscopy. The purities of the five alkaloids are all over 92.7% as determined by high-performance liquid chromatography. The alkaloids' cytotoxicity in breast cancer cells is assessed by using a Cell Counting Kit assay and their inhibitory effect on fatty acid synthase expression is assessed by a Western blot assay. These results suggest that leptopidine could suppress growth and induce cytotoxicity in breast cancer cells and that the cytotoxicity of leptopidine may be related to its inhibitory effect on fatty acid synthase expression.
AuthorsQiulong Zhang, Guangxiang Luan, Tao Ma, Na Hu, Yourui Suo, Xiaoyan Wang, Xiaofeng Ma, Chenxu Ding
JournalJournal of separation science (J Sep Sci) Vol. 38 Issue 23 Pg. 4063-70 (Dec 2015) ISSN: 1615-9314 [Electronic] Germany
PMID26544947 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
Copyright© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Chemical References
  • Alkaloids
  • Enzyme Inhibitors
  • Fatty Acid Synthases
Topics
  • Alkaloids (chemistry, isolation & purification, pharmacology)
  • Blotting, Western
  • Breast Neoplasms (drug therapy)
  • Cell Line, Tumor
  • Chromatography, High Pressure Liquid
  • Enzyme Activation (drug effects)
  • Enzyme Inhibitors (pharmacology)
  • Fatty Acid Synthases (antagonists & inhibitors)
  • Female
  • Humans
  • Immunoblotting
  • Medicine, Tibetan Traditional
  • Papaveraceae (chemistry)

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