Separation and purification of tricin from an antioxidant product derived from bamboo leaves
Separation and purification of tricin from an antioxidant product derived from bamboo leaves
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DOI：
10.1021/jf0716533
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发表时间：
2007-12-12
影响因子：
6.1
通讯作者：
Zhang, Ying
中科院分区：
文献类型：
--
作者：
Jiao, Jingjing;Zhang, Yu;Zhang, Ying
麦黄酮（5，7，4 '-三羟基-3'，5 '-二甲氧基黄酮）以其糖苷形式存在于米糠和其他草物种如小麦、大麦和玉米中。作为一种癌症化学预防剂，麦黄酮被认为对于临床开发是足够安全的，因此它可以用于癌症预防。本研究建立了一种以竹叶为原料制备麦黄酮的新方法，替代了传统的化学合成方法，即乙酰基甜菜碱酸与间氯苯乙酮通过Baker-Venkata-拉曼反应合成麦黄酮。以竹叶为原料，采用乙醇水溶液提取抗氧化剂制备麦黄酮。获得该产物的浓缩溶液，然后通过聚苯乙烯（AB-8）树脂柱色谱法和制备型高效液相色谱法（HPLC）处理，其中30%（v/v）乙腈/1%（v/v）乙酸作为移动的相。收集到的富含麦黄酮的组分进一步通过透析膜分离和淹没结晶法进行纯化。通过分析型HPLC（25%（v/v）乙腈/1%（v/v）乙酸溶液作为移动的流动相）评估纯度，并通过红外、质谱、核磁共振和紫外光谱评价化学确证。从5L AOB浓缩溶液获得的174 g粗柱层析级分制备麦黄酮（3.09g）。本发明的方法适合于制备大量的纯麦黄酮，其可用于定量各种植物草药中的麦黄酮，并进一步用于药物/生物医学应用和评价。
Tricin (5,7,4'-trihydroxy-3',5'-dimethoxyflavone) occurs in its glycosidic form in rice bran and other grass species such as wheat, barley, and maize. Tricin is considered sufficiently safe for clinical development as a cancer chemopreventive agent, therefore it can be used for cancer prevention. This study established a new method for the preparation of tricin from bamboo leaves as an alternative to traditional methods such as chemical synthesis via the Baker-Venkata-Raman reaction between acetylsyringic acid and phloroacetophenone. Tricin was prepared from an antioxidant product that was derived from bamboo leaves (AOB) by extraction with aqueous ethanol. A concentrated solution of this product was obtained and then processed by polystyrene (AB-8) resin column chromatography and preparative high-performance liquid chromatography (HPLC) with 30% (v/v) acetonitrile in 1% (v/v) acetic acid as the mobile phase. The collected tricin-rich fraction was further sequentially purified by dialysis membrane separation and drowning-out crystallization methods. The purity was assessed by analytical HPLC with 25% (v/v) acetonitrile in 1% (v/v) acetic acid as the mobile phase, and the chemical confirmation was evaluated by infrared, mass, nuclear magnetic resonance, and ultraviolet spectroscopies. Tricin (3.09 g) was prepared from 174 g of a crude column chromatography fraction obtained from 5 L of AOB concentrated solution. The present method is appropriate for preparing quantities of pure tricin, which can be used for the quantification of tricin in various plant herbs and further for pharmaceutical/biomedical applications and evaluation.