为解决百里香酚易挥发、气味刺激且在食品包装中使用受限的问题,该研究采用饱和水溶液法制备了以百里香酚为芯材、β-环糊精为壁材的微胶囊。基于单因素试验,通过响应面确定微胶囊的最佳制备工艺。结果表明,微胶囊的最佳制备工艺为包埋温度59 ℃、包埋时间2.8 h、壁芯比12,该条件下微胶囊的包埋率达81.73%。利用傅里叶红外变换、X射线衍射及扫描电子显微镜技术对微胶囊的理化特性进行表征,结果表明微胶囊成功制备,且结构致密,呈多层片状。热分析测试表明,微胶囊的最大分解温度较百里香酚提高了156.91 ℃。且微胶囊在4 ℃和25 ℃下均能表现出良好的缓释特性,在第20天时累计释放率分别达到46.51%和55.27%。抗氧化试验显示,10 mg/mL的微胶囊浓度下,其抗氧化能力为81.61%。此外,该微胶囊对大肠杆菌及金黄色葡萄球菌均呈现显著的抑菌活性。该研究为百里香酚在食品包装领域的广泛应用提供了重要依据。
To solve the problems of thymol's volatility, strong odor, and restricted application in food packaging, this study prepared microcapsules with thymol as the core and β-cyclodextrin as the wall material using a saturated aqueous solution method.Based on single-factor experiments, the optimal preparation parameters were confirmed through response surface methodology.Results revealed that the optimal conditions were an embedding temperature of 59 ℃, embedding time of 2.8 h, and wall-core ratio of 12, achieving an encapsulation efficiency of 81.73%.Fourier transform infrared spectroscopy, X-Ray diffraction and scanning electron microscope analyses confirmed successful encapsulation, revealing a compact structure with multilayered lamellar morphology.Thermal analysis indicated that the microcapsules exhibited a maximum decomposition temperature 156.91 ℃ higher than that of thymol.Additionally, the microcapsules showed good sustained release characteristics at 4 ℃ and 25 ℃, and the release rates reached 46.51% and 55.27% on the 20th day, respectively.Furthermore, the microcapsules exhibited 81.61% antioxidant activity at concentration of 10 mg/mL and potent antibacterial effects against Escherichia coli and Staphylococcus aureus.This study provides key insights for expanding thymol's applications in food packaging.
[1] KFOURY M, LANDY D, RUELLAN S, et al.Determination of formation constants and structural characterization of cyclodextrin inclusion complexes with two phenolic isomers:Carvacrol and thymol[J].Beilstein Journal of Organic Chemistry, 2016, 12:29-42.
[2] CELEBIOGLU A, YILDIZ Z I, UYAR T.Thymol/cyclodextrin inclusion complex nanofibrous webs:Enhanced water solubility, high thermal stability and antioxidant property of thymol[J].Food Research International, 2018, 106:280-290.
[3] SOUSA V I, PARENTE J F, MARQUES J F, et al.Microencapsulation of essential oils:A review[J].Polymers, 2022, 14(9):1730.
[4] GRANADOS A D P F, DUARTE M C T, NOGUERA N H, et al.Impact of microencapsulation on Ocimum gratissimum L.essential oil:Antimicrobial, antioxidant activities, and chemical composition[J].Foods, 2024, 13(19):3122.
[5] 黎汉清, 罗文翰, 肖更生, 等.丁香精油微胶囊的制备及其对草莓保鲜效果的研究[J].食品与发酵工业, 2021, 47(21):191-196.
LI H Q, LUO W H, XIAO G S, et al.Preparation of microcapsule of clove essential oil and preservation effect on strawberry[J].Food and Fermentation Industries, 2021, 47(21):191-196.
[6] YUE Q, SHAO X F, WEI Y Y, et al.Optimized preparation of tea tree oil complexation and their antifungal activity against Botrytis cinerea[J].Postharvest Biology and Technology, 2020, 162:111114.
[7] YING T H, JIANG C H, MUNIR S, et al.Synthesis and application of gelatin-based controlled-release antibacterial films containing oregano essential oil/β-cyclodextrin microcapsules for chilling preservation of grass carp fillets[J].Food Chemistry, 2024, 451:139465.
[8] 付红军, 李亚萍,王艳, 等.响应面法优化山苍子精油微胶囊的制备工艺及其缓释性能研究[J].中国粮油学报, 2024, 39(12):133-138.
FU H J, LI Y P, WANG Y, et al.Optimization of litsea cubeba essential oil microcapsules preparation by response surface methodology and its slow-release performance research[J].Journal of the Chinese cereals and oils association, 2024, 39(12):133-138.
[9] 钟秋夏, 郑海英, 朱燕丽, 等.百里香酚微胶囊的制备及其对草莓的保鲜效果[J].食品科学, 2023, 44(11):167-176.
ZHONG Q X, ZHENG H Y, ZHU Y L, et al.Preparation of thymol-containing microcapsules and its application in strawberry preservation[J].Food Science, 2023, 44(11):167-176.
[10] 张光杰. 基于八角茴香精油/环糊精包合物的活性复合膜体系构建及性能研究[D].长春:吉林大学, 2019.
ZHANG G J.Construction and properties of a active composite film system based on star anise essential oil/cyclodextrin inclusion complex[D].Changchun:Jilin University, 2019.
[11] HUANG J L, PU J R, YANG Z B, et al.Development of a Syzygium aromaticum, L.essential oil/hydroxypropyl-β-cyclodextrin inclusion complex:Preparation, characterization, and evaluation[J].Industrial Crops and Products, 2024, 214:118500.
[12] MEBARKI N, ZIANE H, FAZOUANE F, et al.Microencapsulation of Thymus fontanesii extracts in pectin/casein:Characterization, release behavior and storage stability[J].Iranian Polymer Journal, 2022, 31(3):301-316.
[13] HUANG X Q, GUO H H, XIE Q L, et al.Preparation and embedding characterization of hydroxypropyl-β-cyclodextrin/menthyl acetate microcapsules with enhanced stability[J].Pharmaceutics, 2023, 15(7):1979.
[14] KUZMANOVIĆ NEDELJKOVIĆ S, ĆUJIĆ NIKOLIĆ N, RADAN M, et al.Microencapsulation of Origanum heracleoticum L.and Thymus vulgaris L.essential oils-Novel strategy to combat multi-resistant Acinetobacter baumannii[J].Industrial Crops and Products, 2024, 216:118762.
[15] QIAN Y F, SHI C J, SUN L, et al.Characterization of β-cyclodextrin inclusion complexes embedded with lemongrass and basil essential oils and their modified sustained-release pads for large yellow croaker (Larimichthys crocea) fillet preservation[J].Food Bioscience, 2025, 66:106157.
[16] GAO Q, ZHENG J B, VAN DER MEEREN P, et al.A comparative study on stabilizing and releasing thymol by pre-formed V-type starch and β-cyclodextrin[J].Food Hydrocolloids, 2024, 156:110233.
[17] ALIZADEH N, NAZARI F.Thymol essential oil/β-cyclodextrin inclusion complex into chitosan nanoparticles:Improvement of thymol properties in vitro studies[J].Journal of Molecular Liquids, 2022, 346:118250.
[18] EL KHARRAF S, FARAH A, EL HADRAMI E M, et al.Encapsulation of Rosmarinus officinalis essential oil in β-cyclodextrins[J].Journal of Food Processing and Preservation, 2021, 45(10):e15806.
[19] XU T F, LIU J F, WANG P, et al.Characterisation of C-β-cyclodextrin-thymol inclusion complexes as delivery systems for antibacterial and antioxidant applications[J].Flavour and Fragrance Journal, 2025,40(3):467-476.
[20] 戴瑶, 陈玥琰, 张翔, 等.壬醛与香芹酚复合抑菌微胶囊的制备及其对蓝莓的保鲜作用[J].食品与发酵工业,2024, 50(9):238-247.
DAI Y, CHEN Y Y, ZHANG X, et al.Preparation of composite antibacterial microcapsules with nonanal and carvacrol and its application in blueberry preservation[J].Food and Fermentation Industry, 2024, 50(9):238-247.
[21] ICHIKAWA K, SASADA R, CHIBA K, et al.Effect of side chain functional groups on the DPPH radical scavenging activity of bisabolane-type phenols[J].Antioxidants, 2019, 8(3):65.
[22] CHROHO M, ROUPHAEL Y, PETROPOULOS S A, et al.Carvacrol and thymol content affects the antioxidant and antibacterial activity of Origanum compactum and Thymus zygis essential oils[J].Antibiotics, 2024, 13(2):139.
[23] KACHUR K, SUNTRES Z.The antibacterial properties of phenolic isomers, carvacrol and thymol[J].Critical Reviews in Food Science and Nutrition, 2020, 60(18):3042-3053.
[24] ABDOLLAHI A, FEREYDOUNI N, MORADI H, et al.Nanoformulated herbal compounds:Enhanced antibacterial efficacy of camphor and thymol-loaded nanogels[J].BMC Complementary Medicine and Therapies, 2024, 24(1):138.
[25] 魏金环, 王子坤, 陆蕊, 等.负载百里香精油/大豆油/百里香酚的纳米乳液制备及其性能研究[J/OL].食品与发酵工业, 2025:1-11.(2025-02-19).https://link.cnki.net/doi/10.13995/j.cnki.11-1802/ts.041584.
WEI J H, WANG Z K, LU R, et al.Preparation and performance study of nanoemulsion loaded with thyme essential oil, soybean oil, and thymol[J/OL].Food and Fermentation Industries, 2025:1-11.(2025-02-19).https://link.cnki.net/doi/10.13995/j.cnki.11-1802/ts.041584.