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高速逆流色谱法从紫薯中制备分离和纯化花青素

Preparative isolation and purification of anthocyanins from purple sweet potato by high-speed counter-current chromatography.

作者信息

Qiu Fan, Luo Jianguang, Yao Shun, Ma Li, Kong Lingyi

机构信息

Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing, People's Republic of China.

出版信息

J Sep Sci. 2009 Jun;32(12):2146-51. doi: 10.1002/jssc.200900038.

Abstract

High-speed counter-current chromatography (HSCCC) was applied to the preparative isolation and purification of peonidin 3-O-(6-O-(E)-caffeoyl-2-O-beta-D-glucopyranosyl-beta-D-glucopyranoside)-5-O-beta-D-glucoside (1), cyanidin 3-O-(6-O-p-coumaroyl)-beta-D-glucopyranoside (2), peonidin 3-O-(2-O-(6-O-(E)-caffeoyl-beta-D-glucopyranosyl)-6-O-(E)-caffeoyl-beta-D-glucopyranoside)-5-O-beta-D-glucopyranoside (3), peonidin 3-O-(2-O-(6-O-(E)-feruloyl-beta-D-glucopyranosyl)-6-O-(E)-caffeoyl-beta-D-glucopyranoside)-5-O-beta-D-glucopyranoside (4) from purple sweet potato. Separation of crude extracts (200 mg) from the roots of purple sweet potato using methyl tert-butyl ether/n-butanol/acetonitrile/water/trifluoroacetic acid (1:4:1:5:0.01, v/v) as the two-phase solvent system yielded 1 (15 mg), 2 (7 mg), 3 (10 mg), and 4 (12 mg). The purities of 1-4 were 95.5%, 95.0%, 97.8%, and 96.3%, respectively, as determined by HPLC. Compound 2 was isolated from purple sweet potato for the first time. The chemical structures of these components were identified by 1H NMR, 13C NMR and ESI-MS(n).

摘要

采用高速逆流色谱法(HSCCC)对紫甘薯中的芍药色素3 - O -(6 - O -(E)- 咖啡酰基 - 2 - O -β - D - 吡喃葡萄糖基 -β - D - 吡喃葡萄糖苷)- 5 - O -β - D - 葡萄糖苷(1)、矢车菊素3 - O -(6 - O - 对香豆酰基)-β - D - 吡喃葡萄糖苷(2)、芍药色素3 - O -(2 - O -(6 - O -(E)- 咖啡酰基 -β - D - 吡喃葡萄糖基)- 6 - O -(E)- 咖啡酰基 -β - D - 吡喃葡萄糖苷)- 5 - O -β - D - 吡喃葡萄糖苷(3)、芍药色素3 - O -(2 - O -(6 - O -(E)- 阿魏酰基 -β - D - 吡喃葡萄糖基)- 6 - O -(E)- 咖啡酰基 -β - D - 吡喃葡萄糖苷)- 5 - O -β - D - 吡喃葡萄糖苷(4)进行制备分离和纯化。以甲基叔丁基醚/正丁醇/乙腈/水/三氟乙酸(1:4:1:5:0.01,v/v)作为两相溶剂体系,对紫甘薯根中的粗提物(200 mg)进行分离,得到1(15 mg)、2(7 mg)、3(10 mg)和4(12 mg)。通过高效液相色谱法测定,1 - 4的纯度分别为95.5%、95.0%、97.8%和96.3%。化合物2首次从紫甘薯中分离得到。这些成分的化学结构通过1H NMR、13C NMR和ESI - MS(n)进行鉴定。

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