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用于增强抗氧化性能、水溶性和高温稳定性的电纺丁香酚/环糊精包合物纳米纤维网的制备

Fabrication of Electrospun Eugenol/Cyclodextrin Inclusion Complex Nanofibrous Webs for Enhanced Antioxidant Property, Water Solubility, and High Temperature Stability.

作者信息

Celebioglu Asli, Yildiz Zehra Irem, Uyar Tamer

机构信息

Institute of Materials Science & Nanotechnology, UNAM-National Nanotechnology Research Center, Bilkent University , Ankara 06800, Turkey.

出版信息

J Agric Food Chem. 2018 Jan 17;66(2):457-466. doi: 10.1021/acs.jafc.7b04312. Epub 2018 Jan 2.

Abstract

In this study, inclusion complexes (IC) of three cyclodextrin derivatives (HP-β-CD, HP-γ-CD, and M-β-CD) with eugenol (essential oil compound) were formed in highly concentrated aqueous solutions and then transformed into self-standing functional nanofibrous webs by electrospinning. The improved aqueous solubility of eugenol was confirmed by phase solubility diagrams, in addition, the phase solubility tests also revealed 1:1 molar ratio complexation between host:guest molecules; CD:eugenol. Even though eugenol has a volatile nature, a large amount of eugenol (∼70-95%) was preserved in eugenol/cyclodextrin inclusion complex nanofibrous webs (eugenol/CD/IC-NW). Moreover, enhanced thermal stability of eugenol was recorded for eugenol/CD/IC-NW (up to ∼310 °C) when compared to pure form of eugenol (up to ∼200 °C). The eugenol/CD/IC-NW exhibited fast dissolving behavior in water, contrary to poorly water-soluble eugenol. It was observed that the complexation between M-β-CD and eugenol was the strongest when compared to other two host CD molecules (HP-β-CD and HP-γ-CD) for eugenol/CD/IC-NW samples. The electrospun eugenol/CD/IC-NW samples have shown enhanced antioxidant activity compared to pure form of eugenol. In summary, cyclodextrin inclusion complexes of essential oil compounds, such as eugenol, in the form of self-standing nanofibrous webs may have potentials for food and oral-care applications due to their particularly large surface area along with fast-dissolving character, improved water solubility, high temperature stability, and enhanced antioxidant activity.

摘要

在本研究中,三种环糊精衍生物(羟丙基-β-环糊精、羟丙基-γ-环糊精和甲基化-β-环糊精)与丁香酚(一种精油化合物)在高浓度水溶液中形成包合物(IC),然后通过静电纺丝转化为自立式功能性纳米纤维网。相溶解度图证实了丁香酚在水中溶解度的提高,此外,相溶解度测试还揭示了主体-客体分子(环糊精:丁香酚)之间1:1的摩尔比络合。尽管丁香酚具有挥发性,但大量丁香酚(约70-95%)保留在丁香酚/环糊精包合物纳米纤维网(丁香酚/环糊精/IC-NW)中。此外,与纯丁香酚(最高约200℃)相比,丁香酚/环糊精/IC-NW的丁香酚热稳定性增强(最高约310℃)。与水溶性差的丁香酚相反,丁香酚/环糊精/IC-NW在水中表现出快速溶解行为。观察到,对于丁香酚/环糊精/IC-NW样品,与其他两种主体环糊精分子(羟丙基-β-环糊精和羟丙基-γ-环糊精)相比,甲基化-β-环糊精与丁香酚之间的络合最强。与纯丁香酚相比,静电纺丝的丁香酚/环糊精/IC-NW样品表现出增强的抗氧化活性。总之,精油化合物(如丁香酚)的环糊精包合物以自立式纳米纤维网的形式存在,因其特别大的表面积、快速溶解特性、改善的水溶性、高温稳定性和增强的抗氧化活性,可能在食品和口腔护理应用中具有潜力。

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