Encapsulation of menthol into cyclodextrin metal-organic frameworks: Preparation, structure characterization and evaluation of complexing capacity

Food Chemistry - Tập 338 - Trang 127839 - 2021
Ziman Hu1, Songnan Li1, Shaokang Wang1, Bin Zhang1,2,3, Qiang Huang1,2,3
1School of Food Science and Engineering, Guangdong Province Key Laboratory for Green Processing of Natural Products and Product Safety, South China University of Technology, Guangzhou, 510640, China
2Overseas Expertise Introduction Center for Discipline Innovation of Food Nutrition and Human Health (111 Center), Guangzhou, China
3Sino-Singapore International Joint Research Institute, Guangzhou 511363, China

Tài liệu tham khảo

Abdelhameed, 2017, Separation of bioactive chamazulene from chamomile extract using metal-organic framework, Journal of Pharmaceutical and Biomedical Analysis, 146, 126, 10.1016/j.jpba.2017.08.020 Ades, 2012, Complexation with starch for encapsulation and controlled release of menthone and menthol, LWT – Food Science and Technology, 45, 277, 10.1016/j.lwt.2011.08.008 Astray, 2010, Factors controlling flavors binding constants to cyclodextrins and their applications in foods, Food Research International, 43, 1212, 10.1016/j.foodres.2010.02.017 Chen, 2014, Metal–organic frameworks: Rise of the ligands, Chemistry of Materials, 26, 4322, 10.1021/cm501657d Forgan, 2012, Nanoporous carbohydrate metal–organic frameworks, Journal of the American Chemical Society, 134, 406, 10.1021/ja208224f Hartlieb, 2016, CD-MOF: A versatile separation medium, Journal of the American Chemical Society, 138, 2292, 10.1021/jacs.5b12860 Kong, 2014, Molecular encapsulation of ascorbyl palmitate in preformed V-type starch and amylose, Carbohydrate Polymers, 111, 256, 10.1016/j.carbpol.2014.04.033 Lashkari, 2017, Innovative application of metal-organic frameworks for encapsulation and controlled release of allyl isothiocyanate, Food Chemistry, 221, 926, 10.1016/j.foodchem.2016.11.072 Li, 2020, Metal-organic framework based on alpha-cyclodextrin gives high ethylene gas adsorption capacity and storage stability, ACS Applied Materials & Interfaces, 12, 34095, 10.1021/acsami.0c08594 Li, 2019, Octenylsuccinate quinoa starch granule-stabilized Pickering emulsion gels: Preparation, microstructure and gelling mechanism, Food Hydrocolloids, 91, 40, 10.1016/j.foodhyd.2019.01.001 Limketkai, B. N., & Botros, Y. Y. (2017). Fragrance-containing cyclodextrin-based metal organic frameworks. United States Patent, No. 9,816,049. Liu, 2016, Optimized synthesis and crystalline stability of γ-cyclodextrin metal-organic frameworks for drug adsorption, International Journal of Pharmaceutics, 514, 212, 10.1016/j.ijpharm.2016.09.029 Liu, 2019, Multifunctional β-cyclodextrin MOF-derived porous carbon as efficient herbicides adsorbent and potassium fertilizer, ACS Sustainable Chemistry & Engineering, 7, 14479, 10.1021/acssuschemeng.9b01911 Lv, 2017, Improvement in thermal stability of sucralose by gamma-cyclodextrin metal-organic frameworks, Pharmaceutical Research, 34, 269, 10.1007/s11095-016-2059-1 Mao, 2018, Beta-cyclodextrin functionalization of metal-organic framework mof-235 with excellent chemiluminescence activity for sensitive glucose biosensing, Talanta, 188, 161, 10.1016/j.talanta.2018.05.077 Mohammadi-Aloucheh, 2018, Green synthesis of ZnO and ZnO/CuO nanocomposites in mentha longifolia leaf extract: Characterization and their application as anti-bacterial agents, Journal of Materials Science: Materials in Electronics, 29, 13596 Moussa, 2016, Encapsulation of curcumin in cyclodextrin-metal organic frameworks: Dissociation of loaded CD-MOFs enhances stability of curcumin, Food Chemistry, 212, 485, 10.1016/j.foodchem.2016.06.013 Parlett, 2013, Hierarchical porous materials: Catalytic applications, Chemical Society Reviews, 42, 3876, 10.1039/C2CS35378D Patel, 2007, Menthol: A refreshing look at this ancient compound, Journal of the American Academy of Dermatology, 57, 873, 10.1016/j.jaad.2007.04.008 Phunpee, 2016, A comparison of eugenol and menthol on encapsulation characteristics with water-soluble quaternized beta-cyclodextrin grafted chitosan, International Journal of Biological Macromolecules, 84, 472, 10.1016/j.ijbiomac.2015.11.006 Pramila, 2012, Phytochemical analysis and antimicrobial potential of methanolic leaf extract of peppermint (Mentha piperita: Lamiaceae), Journal of Medicinal Plants Research, 6, 10.5897/JMPR11.1232 Prochowicz, 2017, Interactions of native cyclodextrins with metal ions and inorganic nanoparticles: Fertile landscape for chemistry and materials science, Chemical Reviews, 117, 13461, 10.1021/acs.chemrev.7b00231 Qiu, 2018, Green synthesis of cyclodextrin-based metal–organic frameworks through the seed-mediated method for the encapsulation of hydrophobic molecules, Journal of Agriculture and Food Chemistry, 66, 4244, 10.1021/acs.jafc.8b00400 Qiu, 2018, Novel approach with controlled nucleation and growth for green synthesis of size-controlled cyclodextrin-based metal–organic frameworks based on short-chain starch nanoparticles, Journal of Agriculture and Food Chemistry, 66, 9785, 10.1021/acs.jafc.8b03144 Sha, 2015, Synthesis and structure of new carbohydrate metal–organic frameworks and inclusion complexes, Journal of Molecular Structure, 1101, 14, 10.1016/j.molstruc.2015.08.020 Sha, 2016, Nontoxic and renewable metal–organic framework based on α-cyclodextrin with efficient drug delivery, RSC Advances, 6, 82977, 10.1039/C6RA16549D Shi, 2017, Encapsulation of ethylene gas into granular cold-water-soluble starch: structure and release kinetics, Journal of Agriculture and Food Chemistry, 65, 2189, 10.1021/acs.jafc.6b05749 Shi, 2019, Starch-menthol inclusion complex: Structure and release kinetics, Food Hydrocolloids, 97, 105183, 10.1016/j.foodhyd.2019.105183 Shi, 2019, Annealing improves the concentration and controlled release of encapsulated ethylene in V-type starch, International Journal of Biological Macromolecules, 141, 947, 10.1016/j.ijbiomac.2019.08.244 Tryba, 2003, Application of TiO2-mounted activated carbon to the removal of phenol from water, Applied Catalysis B: Environmental, 41, 427, 10.1016/S0926-3373(02)00173-X Wang, 2016, The moisture-triggered controlled release of a natural food preservative from a microporous metal–organic framework, Chemical Communications, 52, 2129, 10.1039/C5CC09634K Wang, 2018, Effective formaldehyde capture by green cyclodextrin-based metal–organic framework, ACS Applied Materials & Interfaces, 10, 42, 10.1021/acsami.7b16520 Wong, 2009, Characterising the release of flavour compounds from chewing gum through HS-SPME analysis and mathematical modelling, Food Chemistry, 114, 852, 10.1016/j.foodchem.2008.10.030 Wu, 2013, Direct calorimetric measurement of enthalpy of adsorption of carbon dioxide on CD-MOF-2, a green metal–organic framework, Journal of the American Chemical Society, 135, 6790, 10.1021/ja402315d Wu, 2019, Porous metal-organic framework (MOF) Carrier for incorporation of volatile antimicrobial essential oil, Food Control, 98, 174, 10.1016/j.foodcont.2018.11.011 Yan, 2016, Crystal growth of cyclodextrin-based metal-organic framework for carbon dioxide capture and separation, Procedia Engineering, 148, 30, 10.1016/j.proeng.2016.06.480 Yang, 2019, Green synthesis of β-cyclodextrin metal–organic frameworks and the adsorption of quercetin and emodin, Polyhedron, 159, 116, 10.1016/j.poly.2018.11.043 Yildiz, 2018, Menthol/cyclodextrin inclusion complex nanofibers: Enhanced water-solubility and high-temperature stability of menthol, Journal of Food Engineering, 224, 27, 10.1016/j.jfoodeng.2017.12.020 Zhang, 2013, Structure and properties of maize starch processed with a combination of alpha-amylase and pullulanase, International Journal of Biological Macromolecules, 52, 38, 10.1016/j.ijbiomac.2012.09.030