Institute of Materials Science & Nanotechnology , Bilkent University , Ankara 06800 , Turkey.
UNAM-National Nanotechnology Research Center , Bilkent University , Ankara 06800 , Turkey.
J Agric Food Chem. 2019 Oct 9;67(40):11066-11076. doi: 10.1021/acs.jafc.9b02789. Epub 2019 Sep 25.
The electrospinning of nanofibers (NFs) of cinnamaldehyde inclusion complexes (ICs) with two different hydroxypropylated cyclodextrins (CDs), hydroxypropyl-β-cyclodextrin (HP-β-CD) and hydroxypropyl-γ-cyclodextrin (HP-γ-CD), was successfully performed in order to produce cinnamaldehyde/CD-IC NFs without using an additional polymer matrix. The inclusion complexation between cinnamaldehyde and hydroxypropylated CDs was studied by computational molecular modeling, and the results suggested that HP-β-CD and HP-γ-CD can be inclusion complexed with cinnamaldehyde at 1:1 and 2:1 (cinnamaldehyde/CD) molar ratios. Additionally, molecular modeling and phase solubility studies showed that water solubility of cinnamaldehyde dramatically increases with cyclodextrin inclusion complex (CD-IC) formation. The HP-β-CD has shown slightly stronger binding with cinnamaldehyde when compared to HP-γ-CD for cinnamaldehyde/CD-IC. Although cinnamaldehyde is a highly volatile compound, it was effectively preserved with high loading by the cinnamaldehyde/CD-IC NFs. It was also observed that cinnamaldehyde has shown much higher temperature stability in cinnamaldehyde/CD-IC NFs compared to uncomplexed cinnamaldehyde because of the inclusion complexation state of cinnamaldehyde within the hydroxypropylated CD cavity. Moreover, cinnamaldehyde still has kept its antibacterial activity in cinnamaldehyde/CD-IC NF samples when tested against . In addition, cinnamaldehyde/CD-IC NF mats were fast-dissolving in water, even though pure cinnamaldehyde has a water-insoluble nature. In brief, self-standing nanofibrous mats of electrospun cinnamaldehyde/CD-IC NFs are potentially applicable in food, oral-care, healthcare, and pharmaceutics because of their fast-dissolving character, enhanced water solubility, stability at elevated temperature, and promising antibacterial activity.
成功地将肉桂醛与两种不同羟丙基环糊精（HP-β-CD 和 HP-γ-CD）的包合物（ICs）以电纺方式制成纳米纤维（NFs），而无需使用额外的聚合物基质。通过计算分子建模研究了肉桂醛与羟丙基 CD 之间的包合作用，结果表明 HP-β-CD 和 HP-γ-CD 可以以 1:1 和 2:1（肉桂醛/CD）摩尔比与肉桂醛形成包合物。此外，分子建模和相溶解度研究表明，肉桂醛的水溶性随着环糊精包合物（CD-IC）的形成而显著增加。与 HP-γ-CD 相比，HP-β-CD 与肉桂醛的结合力略强，形成肉桂醛/CD-IC。尽管肉桂醛是一种挥发性很强的化合物，但通过肉桂醛/CD-IC NF 可以有效地高载量保存。还观察到，由于肉桂醛在羟丙基 CD 空腔内的包合状态，肉桂醛/CD-IC NF 中的肉桂醛具有更高的温度稳定性，与未复合的肉桂醛相比。此外，肉桂醛/CD-IC NF 样品对 的抗菌活性仍然保持不变。此外，肉桂醛/CD-IC NF 垫在水中的溶解速度很快，尽管纯肉桂醛的水溶性很差。总之，由于具有快速溶解的特性、增强的水溶性、高温稳定性和有前途的抗菌活性，电纺肉桂醛/CD-IC NF 自支撑纳米纤维垫在食品、口腔护理、保健和制药领域具有潜在的应用前景。
