柚皮素（NOB）是一种具有吸引人的药理特性的黄酮类化合物，包括抗阿尔茨海默病、抗炎和抗癌特性，但其在水中的溶解度较低，导致生物利用度降低。为了将NOB作为药物进行开发，必须改善其溶解度。共晶工程可以改变活性药物成分的理化性质，生成在药物配方中具有优越性的显著药物候选物。在本论文中，通过液体辅助研磨法对NOB与31种具有不同功能基团的共晶形成剂（共形剂）进行了广泛的共晶筛选。结果发现了四种共晶（NOB与脲（URE）、草酸、没食子酸和水杨酸）和一种溶剂结晶（NOB与甲酸（FOR））。粉末X射线衍射和热分析揭示了所获得样品的独特晶体形态。此外，通过单晶X射线衍射确定了其中两种（NOB-URE和NOB-FOR）的晶体结构。结果揭示了NOB-URE和NOB-FOR是由摩尔比1：2和1：0.73组成的新型共晶或溶剂结晶。在NOB-URE中，我们观察到由于过饱和度使溶解度临时增加，表明URE是NOB的较好的共形剂之一。

Nobiletin (NOB) is a flavonoid with attractive pharmaceutical characteristics, including anti-Alzheimer's, anti-inflammation, and anti-cancer properties, but it has low solubility in water, resulting in reduced bioavailability. Its solubility must be improved to develop NOB as a drug. Cocrystal engineering can change the physicochemical properties of an active pharmaceutical ingredient and generate remarkable drug candidates that are superior in drug formulation. In this report, extensive co-crystal screening of NOBs with 31 cocrystal formers (coformers) with various functional groups was carried out by the liquid-assisted grinding method. As a result, four cocrystals (NOB with urea (URE), oxalic acid, gallic acid and salicylic acid) and one solvate crystal (NOB with formic acid (FOR)) were found. Powder X-ray diffraction and thermal analysis revealed the unique crystal morphology of all the obtained samples. In addition, the crystal structures of two of them (NOB-URE and NOB-FOR) were determined by single crystal X-ray diffraction. The results revealed that NOB-URE and NOB-FOR are new cocrystals or solvate crystals consisting of molar ratios of 1 : 2 and 1 : 0.73, respectively. In NOB-URE, we could observe a transient increase in solubility due to supersaturation, suggesting that URE is one of the better coformers of NOB.