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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(FA)-烟酰胺(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。XRD和红外光谱结果说明,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FA表现出更高的紫外吸收和荧光强度。相比纯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自由基清除率分别提高了6.7倍、17.9%和约2倍。

       

      Abstract: To investigate the influence of the inclusion effect of cyclodextrin-based materials on the properties of plant active substances, a ferulic acid (FA)-nicotinamide (NIC) co-crystal/hydroxypropyl-β-cyclodextrin (HP-β-CD) inclusion complex was prepared, and the inclusion effect of HP-β-CD on the FA-NIC co-crystal and the solution properties were studied. Phase solubility curves and Job’s curves showed that the FA-NIC co-crystal formed an inclusion complex with HP-β-CD in a 1:1 molar ratio. XRD and infrared spectroscopy results indicated that hydrogen bonding interactions existed between the FA-NIC co-crystal included in the hydrophobic lumen of HP-β-CD and the hydroxyl groups of HP-β-CD. Due to the hydrophobic interactions between the C-H groups and glycosidic bonds in the hydrophobic lumen of HP-β-CD and the FA-NIC co-crystal, FA exhibited higher ultraviolet absorption and fluorescence intensity. Compared with pure FA, the equilibrium solubility in water, ultraviolet light stability, and DPPH radical scavenging rate of FA in the FA-NIC/HP-β-CD inclusion complex were increased by 6.7 times, 17.9%, and approximately 2 times, respectively.

       

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