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首页> 外文期刊>Crystal growth & design >Crystal Engineering of Curcumin with Salicylic Acid and Hydroxyquinol as Coformers
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Crystal Engineering of Curcumin with Salicylic Acid and Hydroxyquinol as Coformers

机译：姜黄素的水晶工程用水杨酸和羟基喹啉作为Coformers

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摘要

Curcumin is a pharmaceutically viable ingredient derived from the rhizome of the Indian spice turmeric (Curcuma longa). However, curcumin suffers from poor water solubility, which limits its bioavailability. In this work, we report studies carried out to investigate cocrystallization of curcumin to improve its aqueous solubility. Salicylic acid and hydroxyquinol were used as coformers. Binary phase diagrams were constructed for curcumin salicylic acid and curcumin hydroxyquinol systems using differential scanning calorimetric (DSC) thermograms obtained for mixtures prepared by solidstate grinding. The curcumin salicylic acid system was found to form an eutectic at a curcumin mole fraction of 0.33, whereas the curcumin hydroxyquinol system clearly exhibited a cocrystal forming region. Out of the several curcumin to hydroxyquinol ratios studied, cocrystal formation was observed for mixtures containing curcumin mole fractions of 0.33 and 0.5. These curcumin hydroxyquinol cocrystals were further characterized by powder X-ray diffraction analysis, DSC, scanning electron microscopy, Raman spectroscopy, Fourier transform infrared spectroscopy, and solid-state C-13 nuclear magnetic resonance spectroscopy. Intramolecular hydrogen bonding interactions in salicylic acid and weaker intermolecular interactions between hydroxyl (-OH) group present at the ortho position of salicylic acid with the keto (-C=0) group of curcumin result in a generation of eutectic, whereas strong hydrogen bonding interactions between hydroxyl -OH groups present in hydroxyquinol molecule and curcumin molecule result in formation of cocrystal upon melting and recrystallization. These curcumin-salicylic acid eutectic and curcumin-hydroxyquinol cocrystals show faster powder dissolution rates than raw curcumin. In the case of curcumin-hydroxyquinol cocrystals, cocrystals containing a curcumin mole fraction of 0.33 showed enhanced dissolution than cocrystals containing a curcumin mole fraction of 0.5.
机译：姜黄素是衍生自印度香料姜黄（Curcuma Longa）的根茎的药学上活成分。然而，姜黄素患有差的水溶性，这限制了其生物利用度。在这项工作中，我们报告了研究姜黄素的共聚化以改善其水溶性的研究。水杨酸和羟基喹啉用作共焦醇。使用由固体研​​磨制备的混合物获得的差示扫描量热（DSC）热图构建二进制相图。发现姜黄素水杨酸体系在姜黄素摩尔分数为0.33，而姜黄素羟基喹啉系统清楚地表现出聚晶形成区域。除了几种姜黄素中，研究了含有0.33和0.5的姜黄素摩尔级分的混合物的聚碳基形成。通过粉末X射线衍射分析，DSC，扫描电子显微镜，拉曼光谱，傅里叶变换红外光谱和固态C-13核磁共振光谱，这些姜黄素羟基喹啉烯醇烯丙烯。水杨酸的分子内氢键相互作用和存在于水杨酸的邻位与酮（-C = 0）的丙锡的邻位存在于邻苯二甲酸的邻位的姜黄素中的姜黄素，而强氢键相互作用在羟基喹啉分子中存在的羟基-OH基团之间，姜黄素分子导致熔化和重结晶时形成COCRYSTAL。这些姜黄素 - 水杨酸共晶和姜黄素 - 羟基喹啉烯丙烯酸盐比原料姜黄素更快地显示出更快的粉末溶解率。在姜黄素 - 羟基喹啉烯醇烯库的情况下，含有0.33的姜黄素摩尔分数的烯库显示出比含有0.5的姜黄素摩尔分数的Cocryals的增强溶解。

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