L-脯氨酸对姜黄素结晶与溶解性能的影响

Effect of L-Proline on Crystallization and Solubility of Curcumin

目的研究L-脯氨酸对姜黄素结晶与溶解性能的影响,探究伴生物质提高中药难溶性活性成分溶解度的机制,寻找解决中药难溶性活性成分口服生物利用度低等问题的方法。方法分别采用研磨法和溶液结晶法制备等比例姜黄素/L-脯氨酸样品,应用差示扫描量热分析(DSC)、X射线衍射(XRD)、傅立叶中-近红外(FTIR)以及扫描电镜(SEM)对其结构进行表征,HPLC测定含量及溶解度。结果在脯氨酸存在的情况下,姜黄素的结晶晶型与晶习都发生了不同程度的变化,与原料药相比样品溶解度和溶出速率相比姜黄素乙醇重结晶都有所提高。结论 L-脯氨酸可影响姜黄素的晶型与晶习,并可与姜黄素以共晶形态存在,姜黄素共晶的溶解度有明显的提高。

OBJECTIVE To study effect of L-proline on the crystallization and dissolution of curcumin, to explore the mech- anism of the synergistic substance to improve the solubility of the insoluble active component of traditional Chinese medicine, and to find a method to solve the problem of poor oral bioavailability of traditional Chinese medicine. METHODS The curcu min/L-proline samples were prepared by grinding method and solution crystallization method, respectively. The structure was characterized by differential scanning calorimetry （DSC）, X-ray diffraction （XRD）, fourier-to-infrared （FTIR） and scanning e- lectron microscopy （SEM）, and the content and solubility were determined by high performance liquid chromatography （HPLC）. RESULTS In the presence of L-proline, the crystal form and the crystal habit of curcumin changed in different de- grees. Compared with the raw curcumin, the solubility and dissolution rate of the samples were higher. CONCLUSION L- proline can affect the crystal shape and crystal habit of curcumin, L-proline/curcumin cocrystal was formed, and the solubility of cocrystal is obviously improved.