ZHANG Yajie, XU Jinshuai, ZOU Bo, et al. Preparation, Structural Analysis and Properties of Naringin/Limonin Microcapsules[J]. Science and Technology of Food Industry, 2021, 42(18): 209−217. (in Chinese with English abstract). doi: 10.13386/j.issn1002-0306.2021010154.
Citation: ZHANG Yajie, XU Jinshuai, ZOU Bo, et al. Preparation, Structural Analysis and Properties of Naringin/Limonin Microcapsules[J]. Science and Technology of Food Industry, 2021, 42(18): 209−217. (in Chinese with English abstract). doi: 10.13386/j.issn1002-0306.2021010154.

Preparation, Structural Analysis and Properties of Naringin/Limonin Microcapsules

More Information
  • Received Date: January 19, 2021
  • Available Online: July 18, 2021
  • This study aimed to improve the bioavailability of naringin and limonin, reduce their bitter taste, and extend its application for the development of food. Microencapsulated naringin/limonin was prepared by orifice granulation method with sodium alginate-chitosan-calcium chloride as wall material, respectively. The technology process was further optimized by single factor experiment and response surface methodology using the embedding rate of naringin/limonin as response value. The micro morphology, molecular structure, relative bitterness intensity, thermal stability, and in vitro digestibility of products were characterized by scanning electron microscope (SEM), Fourier transform infrared spectrum (FTIR), electronic tongue, thermal stability analysis and simulating digestion experiments, respectively. The results showed that the optimal conditions were the ratio of wall to core material was 2.67, the mass fraction of chitosan was 0.9%, and the mass fraction of calcium chloride was 3%, the embedding rate could reach 88.2%, which was less than 5% compared with 88.68%, indicating that the process was accurate and reliable. SEM confirmed that naringin/limonin was effectively and tightly wrapped with sodium alginate-chitosan-calcium chloride system, and there were no cracks, holes or dents on the surface of the microcapsule. The thermal stability and electronic tongue test confirmed that the microencapsulation of naringin/limonin could significantly improve the stability of naringin/limonin, and effectively reduce their bitter intensity. The sustained release test of simulated gastrointestinal digestion in vitro showed that the overall release rate of microcapsules was only about 31% after digestion in simulated gastric juice for 6 h, and the cumulative release rate was over 75% after digestion in simulated intestinal juice for 45 min. These results indicated that microencapsulation could effectively promote the biotransformation and absorption of naringin/limonin in the intestinal tract, and improve its utilization rate. The results of this study could provide a basis for expanding the high-value utilization of naringin/limonin in food and pharmaceutical fields.
  • [1]
    Heidary Moghaddam R, Samimi Z, Moradi S Z, et al. Naringenin and naringin in cardiovascular disease prevention: A preclinical review[J]. European Journal of Pharmacology,2020,15(887):173535.
    [2]
    Irina I, Nouha M, Hind C, et al. Effect of the process, temperature, light and oxygen on naringin extraction and the evolution of its antioxidant activity[J]. International Journal of Food Science & Technology,2018,53:2754−2760.
    [3]
    李彪, 施蕊, 熊智, 等. 柚子皮中柠檬苦素提取工艺及其抑菌活性研究[J]. 食品工业科技,2012,33(5):198−200. [Li B, Shi R, Xiong Z, et al. Study on extraction and antibacterial activities of limonin in peel of Citrus maxima[J]. Science and Technology of Food Industry,2012,33(5):198−200.
    [4]
    Su Z, Wang C, Chang D, et al. Limonin attenuates the stemness of breast cancer cells via suppressing MIR216A methylation[J]. Biomedecine & Pharmacotherapie,2019,112:108699.
    [5]
    Liu S, Zhang S, Lv X, et al. Limonin ameliorates ulcerative colitis by regulating STAT3/miR-214 signaling pathway[J]. International Immunopharmacology,2019,75:105768. doi: 10.1016/j.intimp.2019.105768
    [6]
    Gloria Gutiérrez-Venegas, Juan Arturo Gómez-Mora, Marco Antonio Meraz-Rodríguez, et al. Effect of flavonoids on antimicrobial activity of microorganisms present in dental plaque[J]. Heliyon,2019,5(12):e03013. doi: 10.1016/j.heliyon.2019.e03013
    [7]
    唐琴, 陈先勇, 宋航. 柚皮苷的溶剂热法提取及其抗氧化性、稳定性测定[J]. 食品科学,2011,32(12):287−291. [Tang Q, Chen X Y, Song H. Hot solvent extraction and antioxidant properties and stability of naringin from white pomelo peel[J]. Food Science,2011,32(12):287−291.
    [8]
    Lam K, Zhang J. Citrus limoninoid reduction of chemically induced tumorigenesis[J]. Food Technology,1994(11):104−108.
    [9]
    贺红宇. 三种脱苦方法对柠檬汁脱苦效果的研究[D]. 成都: 四川农业大学, 2013.

    He H Y. Study on the effect of three kinds of methods of lemon juice debittering[D]. Chengdu: Sichuan Agricultural University, 2013.
    [10]
    Guadagni D G, Maier V P, Turnbaugh J G. Effect of some citrus juice constituents on taste thresholds for limonin and naringin bitterness[J]. Journal of the Science of Food & Agriculture,1973,24(10):1277−1288.
    [11]
    郝红, 梁国正. 微胶囊技术及其应用[J]. 现代化工,2002(3):60−62, 67. [Hao H, Liang G Z. Microencapsulation technology and its application[J]. Modern Chemical Industry,2002(3):60−62, 67. doi: 10.3321/j.issn:0253-4320.2002.03.015
    [12]
    张梦星, 饶秉钧, 高晶, 等. 五倍子抗菌微胶囊的制备及其结构探究[J]. 产业用纺织品,2016(7):28−34. [Zhang M X, Rao B J, Gao J, et al. Preparation and structure study of Chinese gallnut antibacterial microcapsule[J]. Technical Textiles,2016(7):28−34. doi: 10.3969/j.issn.1004-7093.2016.07.009
    [13]
    李沙, 侯新朴. 海藻酸钠-壳聚糖微囊成型机理及其对大分子药物的载药、释药研究[J]. 药学学报,2003(5):380−383. [Li S, Hou X P. Studies on the formation mechanism of alginate-chitosan microcapsule and its drug-loading and release properties on macromolecular drug[J]. Acta Pharmaceutica Sinnica,2003(5):380−383. doi: 10.3321/j.issn:0513-4870.2003.05.015
    [14]
    裴利宽, 郭宝林. 黄酮类化合物吸收和代谢研究进展[J]. 中国药学杂志,2006,41(8):568−572. [Pei L K, Guo B L. Research progress of flavonoid absorption and metabolism[J]. Chinese Pharmacy Journal,2006,41(8):568−572. doi: 10.3321/j.issn:1001-2494.2006.08.003
    [15]
    Tam S K, Bilodeau S, Dusseault J, et al. Biocompatibility and physicochemical characteristics of alginate-polycation microcapsules[J]. Acta Biomaterialia,2011,7(4):1683−1692. doi: 10.1016/j.actbio.2010.12.006
    [16]
    Martins M N, Kubaski E T, Sequinel T, et al. Processing conditions for the production of polystyrene microcapsules containing demineralized water[J]. Advanced Powder Technology,2017,28(4):1221−1227. doi: 10.1016/j.apt.2017.02.008
    [17]
    Laokuldilok N, Thakeow P, Kopermsub P, et al. Optimisation of microencapsulation of turmeric extract for masking flavour[J]. Food Chemistry,2016,194(MAR. 1):695−704.
    [18]
    Hussain A. Microencapsulation: A taste and odour masking approach for garlic (Allium sativum) powder[J]. British Journal of Pharmacy,2017,2(2):S19−20.
    [19]
    浙江工学院脱苦科研组. 柑桔主要苦味成份分析方法的研究[J]. 浙江工学院学报,1987(3):28−36. [Research Group of Debitrerness. Studies of assay methods of primary bitter principles in citrus fruits[J]. Journal of Zhejiang Institute of Technology,1987(3):28−36.
    [20]
    梁勇, 黄宁, 杨巧丽. 一种显齿蛇葡萄叶黄酮的提取及提取物的微胶囊制备方法: CN106728483A[P]. 2017-05-31.

    Liang Y, Huang N, Yang Q L. The invention relates to the extraction of flavonoids from the leaves of Vitis odorata and the preparation method of microcapsule of the extracts: CN106728483A[P].2017-05-31.
    [21]
    张峻, 吉伟之, 陈晓云, 等. 壳聚糖-海藻酸钠微胶囊对葡萄多酚控制释放的研究[J]. 食品科学,2004(5):102−104. [Zhang J, Ji W Z, Chen X Y, et al. Mimic study on controlled release of grape polyphenols from chitosan-sodium alginate microcapsules[J]. Food Science,2004(5):102−104. doi: 10.3321/j.issn:1002-6630.2004.05.020
    [22]
    彭勇刚, 周永生, 纪俊玲, 等. 海藻酸钠-壳聚糖-金银花提取物微胶囊的制备及性能研究[J]. 印染助剂,2015,32(12):15−18. [Peng Y G, Zhou Y S, Ji J L, et al. Preparation and performance of alginate sodium-chitosan-extraction from honeysuckle microcapsule[J]. Textile Auxiliaries,2015,32(12):15−18. doi: 10.3969/j.issn.1004-0439.2015.12.004
    [23]
    周强. 柚皮与柚籽中果胶、柚皮苷和类柠檬苦素的提取研究[D]. 长沙: 湖南大学, 2007.

    Zhou Q. Studies on extracting naringin, pectin and limonoids from pomelo peel and pomelo seed[D]. Changsha: Hunan University, 2007.
    [24]
    Cheng B, Li D, Huo Q, et al. Two kinds of ketoprofen enteric gel beads(CA and CS-SA) using biopolymer alginate[J]. Asian Journal of Pharmaceutical Sciences,2018,13(2):P120−130. doi: 10.1016/j.ajps.2017.10.003
    [25]
    廖霞, 杨小兰, 李瑶, 等. 槲皮素微胶囊的贮藏稳定性及抗氧化活性[J]. 食品科学,2017,38(1):60−66. [Liao X, Yang X L, Li Y, et al. Storage stability and antioxidant activity of quercetin microcapsules[J]. Food Science,2017,38(1):60−66. doi: 10.7506/spkx1002-6630-201701010
    [26]
    杨芙莲, 刘文彦. 锐孔法制备黄酮类化合物微胶囊及其释放性的研究[J]. 现代食品科技,2013,29(2):297−300. [Yang F L, Liu W Y. Microencapsulation of flavonoids compounds by piercing method and their release in vitro[J]. Modern Food Science and Technology,2013,29(2):297−300.
    [27]
    张娟, 熊玉卿. 五环三萜类化合物吸收特征的研究进展[J]. 中草药,2009,40(9):1505−1508. [Zhang J, Xiong Y Q. Advances in studies on absorption characteristics of pentacyclic triterpenes[J]. Chinese Traditional and Herbal Drugs,2009,40(9):1505−1508. doi: 10.3321/j.issn:0253-2670.2009.09.052
    [28]
    王大为, 任华华, 杨嘉丹, 等. 功能性油脂微胶囊的制备及其稳定性[J]. 食品科学,2018,39(6):264−269. [Wang D W, Ren H H, Yang J D, et al. Preparation and stability of microcapsules containing functional lipids[J]. Food Science,2018,39(6):264−269. doi: 10.7506/spkx1002-6630-201806041
    [29]
    吴春, 孔琪, 李健, 等. 槲皮素微胶囊的稳定性及缓释性能研究[J]. 化学与黏合,2006,28(1):11−13. [Wu C, Kong Q, Li J, et al. Study on stability and controlled release of microencapsulating quercetin[J]. Chemistry and Adhesion,2006,28(1):11−13.
  • Related Articles

    [1]XIE Fang, XIE Huade, TANG Zhenhua, XIE Yaofeng, GUO Yanxia, HUANG Yuhan, YANG Chengjian. Analysis of Bacterial Diversity in Colostrum and Normal Milk of Buffalo Based on 16S rDNA High-throughput Sequencing[J]. Science and Technology of Food Industry, 2021, 42(13): 125-132. DOI: 10.13386/j.issn1002-0306.2020060273
    [2]Jing MA, Linlin ZHANG, Shatuo CHAI, Xun WANG, Zhanhong CUI, Lu SUN, Shujie LIU. Study on Microbial Diversity in Milk of Yak and Cattle-Yak in Qinghai-Tibet Plateau Based on High-throughput Sequencing Technology[J]. Science and Technology of Food Industry, 2021, 42(9): 122-128. DOI: 10.13386/j.issn1002-0306.2020080045
    [3]Yuanyuan CHEN, Deyang YU, Jianpeng QIN, Lizhen MA. Effects of Exogenous Inhibitors on the Microbial Community Composition Changes of Air-Dried Sausage[J]. Science and Technology of Food Industry, 2021, 42(7): 145-149. DOI: 10.13386/j.issn1002-0306.2020090228
    [4]DENG Ling, ZHAO Kang, XIA Kai, SHENG Sha-li, XIE Hua-dong, BI Wang-lai. Isolation and Identification of Specific Spoilage Organisms in Crayfish(Procambarus clarkii)before and after Processing[J]. Science and Technology of Food Industry, 2020, 41(18): 100-104. DOI: 10.13386/j.issn1002-0306.2020.18.016
    [5]YUAN Yu, LI Jing, LIN Shao-hua, JIA Hong-liang, PAN Yan, LUO Hong-xia, DENG Mao-cheng. Analysis of Microbial Diversity and Functional Prediction of Douzhir Based on 16S rDNA High-throughput Sequencing Technology[J]. Science and Technology of Food Industry, 2020, 41(2): 95-100. DOI: 10.13386/j.issn1002-0306.2020.02.016
    [6]WANG Xiang-jun, DUAN Shan. 16S rDNA-based Analysis of Bacterial Community in Fish Sauce during Temperature-controlled Fermentation[J]. Science and Technology of Food Industry, 2019, 40(12): 112-119,127. DOI: 10.13386/j.issn1002-0306.2019.12.019
    [7]HAN Rui-fang, DONG Xiao-min, LIU Tian-ming. Identification of bacterial species from raw milk by 16S r DNA sequencing[J]. Science and Technology of Food Industry, 2015, (15): 152-156. DOI: 10.13386/j.issn1002-0306.2015.15.024
    [8]YANG Hong-hong, CHEN Guo-gang, LIU Ya, JIANG Ying, WANG Chen-qiang. Study on isolation and identification of the spoilage microbes in bottled tomato sauce and their characteristics[J]. Science and Technology of Food Industry, 2014, (01): 164-167. DOI: 10.13386/j.issn1002-0306.2014.01.074
    [9]LI Ping, YAN Pei-sheng. Study on stability of the yellow pigment from a new marine actinomycete and 16S rDNA analysis of the strain[J]. Science and Technology of Food Industry, 2013, (22): 275-279. DOI: 10.13386/j.issn1002-0306.2013.22.045
    [10]Application of 16S rDNA fingerprint on the strain identification and traceability isolated from yogurts[J]. Science and Technology of Food Industry, 2013, (14): 182-186. DOI: 10.13386/j.issn1002-0306.2013.14.060
  • Cited by

    Periodical cited type(4)

    1. 绪志远,展望,蒋军成,李丽霞. 基于冰模板法生物气凝胶的制备及热-力性能研究. 消防科学与技术. 2025(02): 210-216 .
    2. 田润苗,罗晓宇,许国娟,王纾涵,姜发堂,陈凯. 魔芋葡甘聚糖/可得然胶复合气凝胶的生物降解性研究. 食品工业科技. 2023(07): 143-151 . 本站查看
    3. 段真利,陈景华,林旻. 冷冻干燥法制备淀粉气凝胶及其疏水改性研究. 食品与发酵工业. 2023(18): 266-274 .
    4. 王谡阳,王飞杰,马淑凤,鲁晨辉,王利强. 多糖基气凝胶食品包装的研究进展. 食品科学. 2023(19): 340-349 .

    Other cited types(3)

Catalog

    Article Metrics

    Article views (282) PDF downloads (34) Cited by(7)

    /

    DownLoad:  Full-Size Img  PowerPoint
    Return
    Return