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Purification of artemisinin from quercetin by anti-solvent crystallization

Chandrakant R. MALWADE, Haiyan QU, Ben-Guang RONG, Lars P. CHRISTENSEN

《化学科学与工程前沿（英文）》 2013年第7卷第1期页码 72-78 doi: 10.1007/s11705-013-1305-x

摘要： In the present work, anti-solvent crystallization of artemisinin from four different organic solvents (methanol, ethanol, acetonitrile, and acetone) was studied. Water was used as anti-solvent. The effect of an impurity (quercetin) on the performance of anti-solvent crystallization of artemisinin was investigated. The fundamental process data such as solubility of artemisinin in pure organic solvents and their binary mixtures with varying composition water were measured at room temperature. The solubility of quercetin was measured only in pure organic solvents at room temperature. Anti-solvent crystallization experiments were designed based on the fundamental process data determined. Firstly, the anti-solvent crystallization of artemisinin without impurity was performed from all four organic solvents and then the experiments were repeated with addition of an impurity (quercetin) while keeping all other process parameters constant. Two different concentrations of impurity, i.e., 10% and 50% of its solubility, in the respective organic solvents at room temperature were used. The effect of impurity on performance of anti-solvent crystallization was evaluated by comparing the yield and purity of the artemisinin obtained with those in the absence of impurity. Results of the present work demonstrated that the presence of quercetin in the solution does not affect the final yield of artemisinin from the solution of each of four organic solvents used. However, the purity of artemisinin crystals were reduced when quercetin concentration was 50% of its solubility in all solvents studied.

关键词： anti-solvent crystallization artemisinin quercetin solubility Artemisia annua

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chromatography coupled with high performance liquid chromatography for the separation and purification of Quercetin

Shengguo DENG, Zeyuan DENG, Yawei FAN, Jing LI, Rong LIU, Dongmei XIONG,

《化学科学与工程前沿（英文）》 2009年第3卷第4期页码 375-382 doi: 10.1007/s11705-009-0247-9

摘要： Quercetin-3--sambubioside Quercetin-3--β-D-xylopyranosyl (1→2)-β-D-glucopyranoside was separated and purified by semi-preparative high-speed counter-current chromatography (HSCCC) with a two-phase-solvent system composed of ethyl acetate-n-butanol–water (4∶1∶5, v/v) from the leaves of (Lotus). A total of 5.0mg of the targeted compound with a purity of 98.6% as determined by high performance liquid chromatography (HPLC) was obtained from 100m g of the crude extract cleaned up by AB-8 macroporous resin in a one-step separation. Quercetin-3--sambubioside was a novel flavonoid glycoside from the leaves of , and its chemical structure was identified by means of ESI-MS, 1D NMR and 2D NMR.

关键词： two-phase-solvent flavonoid glycoside high-speed counter-current macroporous counter-current chromatography