Purification of Curcumin, Demethoxycurcumin, and Bisdemethoxycurcumin by High-Speed Countercurrent Chromatography
Purification of Curcumin, Demethoxycurcumin, and Bisdemethoxycurcumin by High-Speed Countercurrent Chromatography
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DOI：
10.1021/jf801815n
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发表时间：
2008-10-22
影响因子：
6.1
通讯作者：
Oka, Hisao
中科院分区：
文献类型：
--
作者：
Inoue, Koichi;Nomura, Chihiro;Oka, Hisao
姜黄素类化合物由于其重要的药理学活性，特别是抗炎、抗癌和抗阿尔茨海默病活性而受到极大关注。在这项研究中，我们报告的第一个程序和处理的效果，高，高效，和有用的纯化姜黄素，脱甲氧基姜黄素，双脱甲氧基姜黄素从姜黄粉。纯化包括使用由正己烷/氯仿/甲醇/水（5/10/7.5/2.5，v/v）组成的简单两相溶剂系统对这些姜黄素进行高速逆流色谱（HSCCC）分离。HSCCC分级流出物峰表明，对于25 mg负载的姜黄粉末，姜黄素和脱甲氧基姜黄素之间的峰分辨率为1.7，脱甲氧基姜黄素和双脱甲氧基姜黄素之间的峰分辨率为2.1。这些纯化的物质进行了分析，通过液相色谱-串联质谱扫描和子扫描负模式，并通过光电二极管阵列检测器监测从200至500 nm的宽吸光度。分离得到1.1 mg姜黄素、0.6 mg脱甲氧基姜黄素和0.9 mg双脱甲氧基姜黄素（纯度> 98%）。此外，姜黄素类化合物的抗氧化作用通过1，1-二苯基-2-苦基肼测定来测量。抗氧化活性大小顺序为：姜黄素纯品>去甲氧基姜黄素纯品>双去甲氧基姜黄素纯品>姜黄粉。姜黄素、脱甲氧基姜黄素和双脱甲氧基姜黄素可用于对其药理活性的各种评价。
Curcuminoids are substances of great interest because of their important pharmacological activities, particularly anti-inflammatory, anticarcinogenic, and anti-Alzheimer's activities. In this study, we report the first procedure and effect of processing for the high, efficient, and useful purification of curcumin, demethoxycurcumin, and bisdemethoxycurcumin from turmeric powder. Purification involves highspeed countercurrent chromatographic (HSCCC) separation of these curcuminoids using a simple two-phase solvent system composed of n-hexane/chloroform/methanol/water (5/10/7.5/2.5, v/v). The HSCCC-fractionated effluent peaks indicated that the peak resolutions were 1.7 between curcumin and demethoxycurcumin and 2.1 between demethoxycurcumin and bisdemethoxycurcumin for 25 mg of loaded turmeric powder. These purified substances were analyzed by liquid chromatography-tandem mass spectrometry with scan and daughter scan negative modes, and the wide absorbance from 200 to 500 nm was monitored by photodiode array detection. The separation yielded 1.1 mg of curcumin, 0.6 mg of demethoxycurcumin, and 0.9 mg of bisdemethoxycurcumin (> 98% purity). Moreover, the antioxidant effect of curcuminoids was measured by a 1,1-diphenyl-2-picrylhydrazil assay. The order of antioxidant activity was purified curcumin > purified demethoxycurcumin > purified bisdemethoxycurcumin > turmeric powder. Curcumin, demethoxycurcumin, and bisdemethoxycurcumin can be used for various evaluations of their pharmacological activities.