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    羟丙基-β-环糊精对阿魏酸-烟酰胺共晶的包合作用及溶液性质研究

    Inclusion Effect and Solution Properties of Hydroxypropyl-β-Cyclodextrin on Ferulic-Nicotinamide Cocrystal

    • 摘要: 为了研究环糊精类材料的包合作用对植物活性物性质的影响,制备了阿魏酸-烟酰胺(FA-NIC)共晶/羟丙基-β-环糊精(HP-β-CD)包合物,研究了HP-β-CD对FA-NIC共晶的包合作用及溶液性质。相溶解度曲线和Job’s曲线表明,FA-NIC共晶与HP-β-CD按照1∶1的物质的量之比形成包合物。X射线衍射和傅里叶变换红外光谱结果说明,包合于HP-β-CD疏水内腔的FA-NIC共晶与HP-β-CD的羟基存在氢键作用。由于FA-NIC共晶与HP-β-CD疏水内腔的C−H和糖苷键存在疏水作用,这使得FA表现出更高的紫外吸收强度和荧光强度。相比于纯FA,FA-NIC/HP-β-CD包合物中的FA在水中的平衡溶解度、紫外光照稳定性和DPPH(1,1-二苯基-2-三硝基苯肼)自由基清除率分别提高了5.7倍、17.9个百分点和1倍左右。

       

      Abstract: To investigate the effect of the inclusion interaction of cyclodextrin-based materials on the properties of plant active substances, ferulic acid-nicotinamide cocrystal(FA-NIC)/hydroxypropyl-β-cyclodextrin (HP-β-CD) inclusion complexes were prepared. The inclusion behavior of HP-β-CD towards FA-NIC cocrystals and the solution properties were studied. Phase solubility curves and Job’s plots indicated that FA-NIC cocrystals form inclusion complexes with HP-β-CD at a molar ratio of 1∶1. Results from X-ray diffraction (XRD) and Fourier transform infrared (FT-IR) spectroscopy demonstrated that hydrogen bonding interactions exist between the FA-NIC cocrystals encapsulated in the hydrophobic cavity of HP-β-CD and the hydroxyl groups of HP-β-CD. Due to the hydrophobic interactions between the C−H bonds and glycosidic bonds in the hydrophobic cavity of HP-β-CD and FA-NIC cocrystals, FA exhibited enhanced ultraviolet (UV) absorption and fluorescence intensity. Compared with pure FA, the equilibrium solubility in water, UV light stability, and DPPH(1,1-diphenyl-2-picrylhydrazyl) free radical scavenging rate of FA in the FA-NIC/HP-β-CD inclusion complex were increased by 5.7-fold, 17.9 percentage points, and approximately 1-fold, respectively.

       

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