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Preparative isolation of guaipyridine sesquiterpene alkaloid from Artemisia rupestris L. flowers using high‐speed counter‐current chromatography
Author(s) -
Su Zhen,
Wu Hankui,
Yang Yi,
Aisa Haji Akber,
Slukhan Usmanova,
Aripova Salimakhon
Publication year - 2008
Publication title -
journal of separation science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.72
H-Index - 102
eISSN - 1615-9314
pISSN - 1615-9306
DOI - 10.1002/jssc.200700683
Subject(s) - alkaloid , sesquiterpene , chromatography , chemistry , countercurrent chromatography , artemisia , isolation (microbiology) , pharmacognosy , high performance liquid chromatography , botany , stereochemistry , biology , biochemistry , biological activity , microbiology and biotechnology , in vitro
Although the medicinal plant Artemisia rupestris L. has been widely researched for several decades, its alkaloids have never been isolated before. To our surprise, the alkaloids in the plant were not detected in the stems but detected in the flowers. Herein, a novel and strange guaipyridine sesquiterpene alkaloid with a carboxyl group named rupestine was purified successfully from the total alkaloids extracted from the flowers by high‐speed counter‐current chromatography (HSCCC). The two‐phase solvent system used was composed of ethyl acetate‐methanol‐water (8:1:7, v/v/v). Fifty six milligrams of rupestine was obtained at over 97% purity and 95% recovery from 200 mg of the total alkaloids in one‐step separation. Its structure was elucidated by spectroscopic methods including high resolution ESI‐MS, 1 H NMR, 13 C NMR, Heteronuclear Multiple Bond Correlation (HMBC), Heteronuclear Single Quantum Coherence (HSQC), and Nuclear Overhauser Enhancement Spectroscopy (NOESY).