Encompassment of isoeugenol in 2-hydroxypropyl-β-cyclodextrin using ultrasonication: Characterization, antioxidant and antibacterial activities

被引：45
作者：
Siva, Subramanian [1 ]
Li, Changzhu [2 ]
Cui, Haiying [1 ]
Lin, Lin [1 ]
机构：
[1] Jiangsu Univ, Sch Food & Biol Engn, Zhenjiang 212013, Jiangsu, Peoples R China
[2] Hunan Acad Forestry, Dept Bioresource, Changsha 410007, Peoples R China
来源：
JOURNAL OF MOLECULAR LIQUIDS | 2019年 / 296卷
基金：
中国国家自然科学基金;
关键词：
Isoeugenol; 2-Hydroxypropyl-beta-cyclodextrin; Phase solubility; Antioxidant activity; Antibacterial activity; MOLECULAR MODELING INVESTIGATIONS; CYCLODEXTRIN INCLUSION COMPLEX; BETA-CYCLODEXTRIN; SUPRAMOLECULAR COMPLEXES; PHENOLIC-COMPOUNDS; SOLUBILITY; ACID; PHOTOSTABILITY; MECHANISM;
D O I：
10.1016/j.molliq.2019.111777
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
Isoeugenol is a natural dual antioxidant/prooxidant. In this research, the inclusion complex (IC) of isoeugenol with 2-hydroxypropyl-beta-cyclodextrin (HP beta CD) was prepared via the ultrasound (US) method. The US assisted isoeugenol/HP beta CD-IC was investigated by various characterization techniques such as UV-Vis absorption, fluorescence, powder X-ray diffraction, Fourier transform infrared spectroscopy, thermal gravimetric analysis and differential scanning calorimetry. Absorption, fluorescence and infrared studies indicated that the alkyl chain of isoeugenol was deeply included in the HP beta CD cavity. Through determinations of phase solubility and water solubility studies, significant enhancement of isoeugenol water solubility was confirmed after IC formation with the HP beta CD. Thermal data proved that the IC formation significantly enhanced the thermal stability of isoeugenol. Antioxidant test results indicated that isoeugenol/HP beta CD-IC exhibited better antioxidant activity than free isoeugenol due to its solubility enhancement. Furthermore, the isoeugenol/HP beta CD-IC showed higher antibacterial activity of 96 +/- 0.2% and 97 +/- 0.5% against Staphylococcus aureus and Escherichia coli bacteria, respectively. (C) 2019 Elsevier B.V. All rights reserved.
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页数：11
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共 44 条
[1]   A comparative study of the antioxidant/prooxidant activities of eugenol and isoeugenol with various concentrations and oxidation conditions [J].
Atsumi, T ;
Fujisawa, S ;
Tonosaki, K .
TOXICOLOGY IN VITRO, 2005, 19 (08) :1025-1033
[2]   Fast-Dissolving, Prolonged Release, and Antibacterial Cyclodextrin/Limonene-Inclusion Complex Nanofibrous Webs via Polymer-Free Electrospinning [J].
Aytac, Zeynep ;
Yildiz, Zehra Irem ;
Kayaci-Senirmak, Fatma ;
Keskin, Nalan Oya San ;
Kusku, Semran Ipek ;
Durgun, Engin ;
Tekinay, Turgay ;
Uyar, Tamer .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2016, 64 (39) :7325-7334
[3]   A review on cyclodextrin encapsulation of essential oils and volatiles [J].
Cabral Marques, Helena Ma .
FLAVOUR AND FRAGRANCE JOURNAL, 2010, 25 (05) :313-326
[4]   Phenolic compounds recovered from agro-food by-products using membrane technologies: An overview [J].
Castro-Munoz, Roberto ;
Yanez-Fernandez, Jorge ;
Fila, Vlastimil .
FOOD CHEMISTRY, 2016, 213 :753-762
[5]   Applications of ultrasound in food technology: Processing, preservation and extraction [J].
Chemat, Farid ;
Zill-e-Huma ;
Khan, Muhammed Kamran .
ULTRASONICS SONOCHEMISTRY, 2011, 18 (04) :813-835
[6]   Ultrasound processed cuminaldehyde/2-hydroxypropyl-β-cyclodextrin inclusion complex: Preparation, characterization and antibacterial activity [J].
Cui, Haiying ;
Siva, Subramanian ;
Lin, Lin .
ULTRASONICS SONOCHEMISTRY, 2019, 56 :84-93
[7]   Improving anti-listeria activity of cheese packaging via nanofiber containing nisin-loaded nanoparticles [J].
Cui, Haiying ;
Wu, Juan ;
Li, Changzhu ;
Lin, Lin .
LWT-FOOD SCIENCE AND TECHNOLOGY, 2017, 81 :233-242
[8]   The specific antibacterial effect of the Salvia oil nanoliposomes against Staphylococcus aureus biofiims on milk container [J].
Cui, Haiying ;
Zhou, Hui ;
Lin, Lin .
FOOD CONTROL, 2016, 61 :92-98
[9]   Modified β-cyclodextrin/amlodipine inclusion complexes: Preparation and application in aqueous systems [J].
Dalmolin, Mara Cristina ;
da Silva, Cintia Enes ;
Lunelli, Carlos Eduardo ;
Zaioncz, Soraia ;
Farago, Paulo Vitor ;
Zawadzki, Sonia Faria .
JOURNAL OF MOLECULAR LIQUIDS, 2019, 276 :531-540
[10]   Effect of hydroxypropyl-β-cyclodextrin and coadjuvants on the sorption capacity of hydrophilic polymer films for monoterpene alcohols [J].
Higueras, Laura ;
Lopez-Carballo, Gracia ;
Gavara, Rafael ;
Hernandez-Munoz, Pilar .
CARBOHYDRATE POLYMERS, 2016, 151 :1193-1202
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