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An effective method was developed for the preparative separation and purification of monoterpenoid indole alkaloid epimers from Ervatamia yunnanensis Tsiang using a combination of pH-zone-refining counter-current chromatography and preparative high-performance liquid chromatography. With this method, two pairs of MIA epimers including ervatamine (72 mg, 1 ), 20- epi -ervatamine (27 mg, 4 ), dregamine (95 mg, 2 ), tabernaemontanine (129 mg, 3 ), along with two MIAs, apparicine (112 mg, 5 ) and isovoacangine (15 mg, 6 ), were successfully purified from 2.1 g crude extract of E. yunnanensis , each with a purity of over 95% as determined by HPLC. The structures of the MIAs were identified by ESI-MS, 1D, and 2D NMR.

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Preparative Separation of Monoterpenoid Indole Alkaloid Epimers from Ervatamia yunnanensis Tsiang by pH-Zone-Refining Counter-Current Chromatography Combined with Preparative High-Performance Liquid Chromatography