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Preparation and Antibacterial Properties of Carvacrol-loaded Composite Microcapsules via Palygorskite-Stabilized Pickering Emulsions

Published online by Cambridge University Press:  01 January 2024

Aiping Hui ,
Yongfeng Zhu ,
Fangfang Yang ,
Yuru Kang  and
Aiqin Wang Open the ORCID record for Aiqin Wang [Opens in a new window]
Aiping Hui
Affiliation:
Key Laboratory of Clay Mineral Applied Research of Gansu Province, Center of Eco-material and Green Chemistry, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, People’s Republic of China
Yongfeng Zhu
Affiliation:
Key Laboratory of Clay Mineral Applied Research of Gansu Province, Center of Eco-material and Green Chemistry, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, People’s Republic of China
Fangfang Yang
Affiliation:
Key Laboratory of Clay Mineral Applied Research of Gansu Province, Center of Eco-material and Green Chemistry, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, People’s Republic of China
Yuru Kang
Affiliation:
Key Laboratory of Clay Mineral Applied Research of Gansu Province, Center of Eco-material and Green Chemistry, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, People’s Republic of China
Aiqin Wang*
Affiliation:
Key Laboratory of Clay Mineral Applied Research of Gansu Province, Center of Eco-material and Green Chemistry, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, People’s Republic of China
*
e-mail: aqwang@licp.cas.cn
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Abstract

Essential oils (including carvacrol, CAR) have been used in the medicinal and health field because of their broad-spectrum antibacterial activities. However, the volatility and pungent odor are still the greatest obstacles to wider application. The purpose of the present study was to address those problems by encapsulating the antibacterial CAR in palygorskite (Plg) by integrating it into Pickering emulsions with complex coacervation. The CAR in Pickering emulsion was formed firstly by stabilization with the CAR-modified Plg; then, the emulsion droplets were embedded and fixed in the microcapsule through the subsequent complex coacervation process, which occurred between the quaternary ammonium salt of chitooligosaccharides (HACC) and sodium alginate (SA) via calcium ions. The microcapsules obtained were characterized by Fourier-transform infrared spectroscopy (FTIR), scanning electron microscopy (SEM), and thermogravimetric analysis (TGA). The results demonstrated that the microcapsules presented a nearly sphere-like shape with a mean diameter of 3.5 mm but had a porous interior structure. The Plg plays multiple roles in the preparation process, including increasing the emulsion stability, improving the encapsulation efficiency of CAR, and the thermostability of microcapsules. The microcapsules showed remarkable antibacterial properties against Escherichia coli (E. coli) and Staphylococcus aureus (S. aureus), and inhibition rates toward E. coli and S. aureus reached 100% when the microcapsules were encapsulated with 15 or 20% of CAR, respectively. The microcapsules obtained could be used as antibacterial agents in food preservatives, animal feed, and other health-related consumer products.

Keywords

Antibacterial propertiesCarvacrolMicrocapsulesPalygorskitePickering emulsions

Information

Type
Original Paper
Information
Clays and Clay Minerals , Volume 70 , Issue 4 , August 2022 , pp. 527 - 538
Copyright
Copyright © The Author(s), under exclusive licence to The Clay Minerals Society 2022

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Footnotes

Associate Editor: Lynda B. Williams

References

Alkan Tas, B., Sehit, E., Erdinc Tas, C., Unal, S., Cebeci, F. C., Menceloglu, Y. Z., & Unal, H. (2019). Carvacrol loaded halloysite coatings for antimicrobial food packaging applications. Food Packaging and Shelf Life, 20, 100300.Google Scholar
Arab, D., Kantzas, A., & Bryant, S. L. (2018). Nanoparticle stabilized oil in water emulsions: A critical review. Journal of Petroleum Science and Engineering, 163, 217–242.10.1016/j.petrol.2017.12.091CrossRefGoogle Scholar
Arrieta, M. P., Peltzer, M. A., Garrigós, M. D. C., & Jiménez, A. (2013). Structure and mechanical properties of sodium and calcium caseinate edible active films with carvacrol. Journal of Food Engineering, 114, 486–494.10.1016/j.jfoodeng.2012.09.002CrossRefGoogle Scholar
Bahrami, A., Delshadi, R., Assadpour, E., Jafari, S. M., & Williams, L. (2020). Antimicrobial-loaded nanocarriers for food packaging applications. Advances in Colloid and Interface Science, 278, 102140.CrossRefGoogle ScholarPubMed
Bakry, A. M., Huang, J. J., Zhai, Y. Y., & Huang, Q. L. (2019). Myofibrillar protein with κ- or λ-carrageenans as novel shell materials for microencapsulation of tuna oil through complex coacervation. Food Hydrocolloids, 96, 43–53.10.1016/j.foodhyd.2019.04.070CrossRefGoogle Scholar
Binks, B. P., & Lumsdon, S. O. (2000). Influence of particle wettability on the type and stability of surfactant-free emulsions. Langmuir, 16, 8622–8631.10.1021/la000189sCrossRefGoogle Scholar
Blanco, C., Herrero, J., Mendioroz, S., & Pajares, J. A. (1988). Infrared studies of surface acidity and reversible folding in palygorskite. Clay and Clay Minerals, 36, 364–368.10.1346/CCMN.1988.0360412CrossRefGoogle Scholar
Cai, X. L., Li, C. J., Tang, Q., Zhen, B. W., Xie, X. L., Zhu, W. F., Zhou, C. H., & Wang, L. J. (2019). Assembling kaolinite nanotube at water/oil interface for enhancing Pickering emulsion stability. Applied Clay Science, 172, 115–122.10.1016/j.clay.2019.02.021CrossRefGoogle Scholar
Chen, D. F., Wang, A. Q., Li, Y. M., Hou, Y. J., & Wang, Z. N. (2019). Biosurfactant-modified palygorskite clay as solid-stabilizers for effective oil spill dispersion. Chemosphere, 226, 1–7.10.1016/j.chemosphere.2019.03.100CrossRefGoogle Scholar
Chen, M. J., Hu, Y., Zhou, J., Xie, Y. R., Wu, H., Yuan, T., & Yang, Z. H. (2016). Facile fabrication of tea tree oil-loaded antibacterial microcapsules by complex coacervation of sodium alginate/quaternary ammonium salt of chitosan. RSC Advances, 6, 13032–13039.10.1039/C5RA26052CCrossRefGoogle Scholar
Chuesiang, P., Sanguandeekul, R., & Siripatrawan, U. (2021). Enhancing effect of nanoemulsion on antimicrobial activity of cinnamon essential oil against foodborne pathogens in refrigerated Asian seabass (Lates calcarifer) fillets. Food Control, 122, 107782.10.1016/j.foodcont.2020.107782CrossRefGoogle Scholar
Dong, Z. J., Ma, Y., Hayat, K., Jia, C. S., Xia, S. Q., & Zhang, X. M. (2011). Morphology and release profile of microcapsules encapsulating peppermint oil by complex coacervation. Journal of Food Engineering, 104, 455–460.10.1016/j.jfoodeng.2011.01.011CrossRefGoogle Scholar
Fei, B., Chen, C., Peng, S., Zhao, X., Wang, X., & Dong, L. (2004). FTIR study of poly (propylene carbonate)/bisphenol A blends. Polymer International, 53, 2092–2098.10.1002/pi.1633CrossRefGoogle Scholar
Gibson, D. H., Ding, Y., Miller, R. L., Sleadd, B. A., Mashuta, M. S., & Richardson, J. F. (1999). Synthesis and characterization of ruthenium, rhenium and titanium formate, acetate and trifluoroacetate complexes. Correlation of IR spectral properties and bonding types. Polyhedron, 18, 1189–1200.10.1016/S0277-5387(98)00414-8CrossRefGoogle Scholar
Hui, A. P., Yan, R., Wang, W. B., Wang, Q., Zhou, Y. M., & Wang, A. Q. (2020). Incorporation of quaternary ammonium chitooligosaccharides on ZnO/palygorskite nanocomposites for enhancing antibacterial activities. Carbohydrate Polymers, 247, 116685.10.1016/j.carbpol.2020.116685CrossRefGoogle ScholarPubMed
Issouffou, C., Suwansri, S., Salaipeth, L., Domig, K. J., & Hwanhlem, N. (2018). Synergistic effect of essential oils and enterocin KT2.W2G on the growth of spoilage microorganisms isolated from spoiled banana peel. Food Control, 89, 260–269.10.1016/j.foodcont.2018.02.019CrossRefGoogle Scholar
Kang, Y. R., Mu, B., Zhu, G., Zhu, Y. F., & Wang, A. Q. (2022). Preparation and properties of antibacterial polyhexamethylene biguanide/palygorskite composites as zearalenone adsorbents. Clay and Clay Minerals, 70, 182–195.10.1007/s42860-022-00175-8CrossRefGoogle Scholar
Kretz, R. (1983). Symbols for rock-forming minerals. American Mineralogist, 68, 277–279.Google Scholar
Li, S. E., Mu, B., Ding, J. J., Zhang, H., Wang, X. W., & Wang, A. Q. (2021a). Fabrication of anthocyanin/montmorillonite hybrid pigments for enhancing environmental stabilities and application composite films. Clays and Clay Minerals, 69, 142–151.10.1007/s42860-021-00114-zCrossRefGoogle Scholar
Li, Y. C., Zhao, R., Hu, F. H., Lu, P., Ji, D. D., Luo, Q., Li, G. D., Yu, D. H., Wang, H. L., Song, Z. P., Li, S., & Liu, W. X. (2021b). Laponite/lauric arginate stabilized AKD Pickering emulsions with shell-tunable hydrolytic resistance for use in sizing paper. Applied Clay Science, 206, 106085.10.1016/j.clay.2021.106085CrossRefGoogle Scholar
Liaqat, F., & Eltem, R. (2018). Chitooligosaccharides and their biological activities: A comprehensive review. Carbohydrate Polymers, 184, 243–259.10.1016/j.carbpol.2017.12.067CrossRefGoogle ScholarPubMed
Lu, J., Tian, X. X., Jin, Y. L., Chen, J., Walters, K. B., & Ding, S. J. (2014). A pH responsive Pickering emulsion stabilized by fibrous palygorskite particles. Applied Clay Science, 102, 113–120.10.1016/j.clay.2014.10.019CrossRefGoogle Scholar
Lu, T. T., Zhu, Y. F., Wang, W. B., & Wang, A. Q. (2020). Controllable fabrication of hierarchically porous adsorbent via natural particles stabilized Pickering medium internal phase emulsion for high-efficiency removal of Rb+ and Cs+. Journal of Cleaner Production, 277, 124092.10.1016/j.jclepro.2020.124092CrossRefGoogle Scholar
Ma, J. Z., Liu, J. L., Bao, Y., Zhu, Z. F., Wang, X. F., & Zhang, J. (2013). Synthesis of large-scale uniform mulberry-like ZnO particles with microwave hydrothermal method and its antibacterial property. Ceramics International, 39, 2803–2810.10.1016/j.ceramint.2012.09.049CrossRefGoogle Scholar
Manouchehri, F., Sadeghi, B., Najaf, F., Mosslemin, M. H., & Niakan, M. (2019). Synthesis and characterization of novel polymerizable bis quaternary ammonium dimethacrylate monomers with antibacterial activity as an efficient adhesive system for dental restoration. Polymer Bulletin, 76, 1295–1315.10.1007/s00289-018-2414-yCrossRefGoogle Scholar
Marosz, M., Kowalczyk, A., Gil, B., & Chmielarzet, L. (2020). Acid-treated clay minerals as catalysts for dehydration of methanol and ethanol. Clays and Clay Minerals, 68, 23–37.10.1007/s42860-019-00051-yCrossRefGoogle Scholar
Muhoza, B., Xia, S. Q., Cai, J. B., Zhang, X. M., Duhoranimana, E., & Sub, J. K. (2019). Gelatin and pectin complex coacervates as carriers for cinnamaldehyde: Effect of pectin esterification degree on coacervate formation, and enhanced thermal stability. Food Hydrocolloids, 87, 712–722.10.1016/j.foodhyd.2018.08.051CrossRefGoogle Scholar
Pan, C., & Liu, P. (2021). Amphiphilic polymer-grafted palygorskite nanorods via surface olefin cross-metathesis for versatile applications. Applied Clay Science, 200, 105889.10.1016/j.clay.2020.105889CrossRefGoogle Scholar
Pickering, S. U. (1907). Emulsions. Journal of the Chemical Society, Transactions, 91, 2001–2021.10.1039/CT9079102001CrossRefGoogle Scholar
Ramsden, W. (1903). Separation of solids in the surface-layers of solutions and ‘suspensions’. Proceedings of the Royal Society of London, 72, 156–164.Google Scholar
Pretsch, E., Bühlmann, P., Affolter, C., Herrera, A., & Martínez, R. (2001). Determinación estructural de compuestos orgánicos. Springer-Verlag Ibérica.Google Scholar
Ryu, V., Corradini, M. G., Mc Clements, D. J., & Mc Landsborough, L. (2019). Impact of ripening inhibitors on molecular transport of antimicrobial components from essential oil nanoemulsions. Journal of Colloid Interface Science, 556, 568–576.10.1016/j.jcis.2019.08.059CrossRefGoogle ScholarPubMed
Sharifi-Rad, M., Varoni, E. M., Iriti, M., Martorell, M., Setzer, W. N., del Mar Contreras, M., Salehi, B., Soltani-Nejad, A., Rajabi, S., Tajbakhsh, M., & Sharifi-Rad, J. (2018). Carvacrol and human health: A comprehensive review. Phytotherapy Research, 32, 1675–1687.10.1002/ptr.6103CrossRefGoogle ScholarPubMed
Shen, S. X., Zhang, T. H., Yuan, Y., Lin, S. Y., Xu, J. Y., & Ye, H. Q. (2015). Effects of cinnamaldehyde on Escherichia coli, and Staphylococcus aureus membrane. Food Control, 47, 196–202.10.1016/j.foodcont.2014.07.003CrossRefGoogle Scholar
Shi, C., Zhang, X., & Gu, N. (2018). The antimicrobial activities and action-mechanism of tea tree oil against food-borne bacteria in fresh cucumber juice. Microbial Pathogenesis, 125, 262–271.10.1016/j.micpath.2018.09.036CrossRefGoogle ScholarPubMed
Suárez, M., & García-Romero, E. (2006). FTIR spectroscopic study of palygorskite: Influence of the composition of the octahedral sheet. Applied Clay Science, 31, 154–163.10.1016/j.clay.2005.10.005CrossRefGoogle Scholar
Tariq, S., Wani, S., Rasool, W., Shafi, K., Bhat, M. A., Prabhakar, A., Shalla, A. H., & Rather, M. A. (2019). A comprehensive review of the antibacterial, antifungal and antiviral potential of essential oils and their chemical constituents against drug-resistant microbial pathogens. Microbial Pathogenesis, 134, 103580.10.1016/j.micpath.2019.103580CrossRefGoogle ScholarPubMed
Timilsena, Y. P., Wang, B., Adhikari, R., & Adhikari, B. (2017). Advances in microencapsulation of polyunsaturated fatty acids (PUFAs)-rich plant oils using complex coacervation: A review. Food Hydrocolloids, 69, 369–381.10.1016/j.foodhyd.2017.03.007CrossRefGoogle Scholar
Vel, E. V. D., Sampers, I., & Raes, K. (2017). A review on influencing factors on the minimum inhibitory concentration of essential oils. Critical Reviews in Food Science and Nutrition, 58, 1–22.Google Scholar
Wang, S. J., Shen, Y., Chen, X. P., Dong, L. M., Yu, H., Bao, M. T., & Li, Y. M. (2022). Cationic surfactant-modified palygorskite particles as effective stabilizer for Pickering emulsion gel formation. Applied Clay Science, 219, 106439.10.1016/j.clay.2022.106439CrossRefGoogle Scholar
Wang, W. B., Tian, G. Y., Zhang, Z. F., & Wang, A. Q. (2015). A simple hydrothermal approach to modify palygorskite for high-efficient adsorption of Methylene blue and Cu(II) ions. Chemical Engineering Journal, 265, 228–238.10.1016/j.cej.2014.11.135CrossRefGoogle Scholar
Yang, X., Gao, N., Hu, L. D., Li, J. L., & Sun, Y. B. (2015). Development and evaluation of novel microcapsules containing poppy-seed oil using complex coacervation. Journal of Food Engineering, 161, 87–93.10.1016/j.jfoodeng.2015.03.027CrossRefGoogle Scholar
Yang, Z. M., Peng, Z., Li, J. H., Li, S. D., Kong, L. X., Li, P. W., & Wang, Q. H. (2014). Development and evaluation of novel flavour microcapsules containing vanilla oil using complex coacervation approach. Food Chemistry, 145, 272–277.10.1016/j.foodchem.2013.08.074CrossRefGoogle ScholarPubMed
Yildiz, Z. I., Celebioglu, A., Kilic, M. E., Durgun, E., & Uyar, T. (2018). Fast-dissolving carvacrol/cyclodextrin inclusion complex electrospun fibers with enhanced thermal stability, water solubility, and antioxidant activity. Journal of Materials Science, 53, 15837–15849.10.1007/s10853-018-2750-1CrossRefGoogle Scholar
Yin, H. B., Chen, C. H., Kollanoor-Johny, A., Darre, M. J., & Venkitanarayanan, K. (2015). Controlling Aspergillus flavus and Aspergillus parasiticus growth and aflatoxin production in poultry feed using carvacrol and trans-cinnamaldehyde. Poultry Science, 94, 2183–2190.10.3382/ps/pev207CrossRefGoogle ScholarPubMed
Zhong, H. Q., Mu, B., Zhang, M. M., Hui, A. P., Kang, Y. R., & Wang, A. Q. (2020). Preparation of effective carvacrol/attapulgite hybrid antibacterial materials by mechanical milling. Journal of Porous Materials, 27, 843–853.10.1007/s10934-020-00863-7CrossRefGoogle Scholar
Zhong, H. Q., Mu, B., Yan, P. J., Jing, Y. M., Hui, A. P., & Wang, A. Q. (2021). A comparative study on surface/interface mechanism and antibacterial properties of different hybrid materials prepared with essential oils active ingredients and palygorskite. Colloids and Surfaces A: Physicochemical and Engineering Aspects, 618, 126455.10.1016/j.colsurfa.2021.126455CrossRefGoogle Scholar
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