Inclusion complex formation between sulfadiazine and various modified β-cyclodextrins and characterization of the complexes

Journal of Drug Delivery Science and Technology - Tập 76 - Trang 103814 - 2022
Bastien Michel1, Ellinor B. Heggset2, Kristin Syverud2,3, Alain Dufresne1, Julien Bras1
1Univ. Grenoble Alpes, CNRS, Grenoble INP, LGP2, 38000, Grenoble, France
2RISE PFI, NO-7491, Trondheim, Norway
3Departments of Chemical Engineering, NTNU, 7491, Trondheim, Norway

Tài liệu tham khảo

Rezvani Ghomi, 2019, Wound dressings: current advances and future directions, J. Appl. Polym. Sci., 136, 10.1002/app.47738 Du, 2019, Cellulose nanocrystals and cellulose nanofibrils based hydrogels for biomedical applications, Carbohydr. Polym., 209, 130, 10.1016/j.carbpol.2019.01.020 Liu, 2018, Versatile vehicles for drug Delivery and wound healing, Carbohydr. Polym., 10 Basu, 2017, On the use of ion-crosslinked nanocellulose hydrogels for wound healing solutions: physicochemical properties and application-oriented biocompatibility studies, Carbohydr. Polym., 174, 299, 10.1016/j.carbpol.2017.06.073 Claro, 2020, Low-cost membrane of wood nanocellulose obtained by mechanical defibrillation for potential applications as wound dressing, Cellulose, 27, 10765, 10.1007/s10570-020-03129-2 Isogai, 2011, TEMPO-oxidized cellulose nanofibers, Nanoscale, 3, 71, 10.1039/C0NR00583E Li, 2018, Nanocellulose-based antibacterial materials, Adv. Healthc. Mater., 7, 10.1002/adhm.201800334 Littunen, 2016, Synthesis of cationized nanofibrillated cellulose and its antimicrobial properties, Eur. Polym. J., 75, 116, 10.1016/j.eurpolymj.2015.12.008 Durand, 2020, Pure cellulose nanofibrils membranes loaded with ciprofloxacin for drug release and antibacterial activity, Cellulose, 10.1007/s10570-020-03231-5 Errokh, 2019, Hybrid nanocellulose decorated with silver nanoparticles as reinforcing filler with antibacterial properties, Mater. Sci. Eng. C, 105, 10.1016/j.msec.2019.110044 Dehnad, 2014, Thermal and antimicrobial properties of chitosan–nanocellulose films for extending shelf life of ground meat, Carbohydr. Polym., 109, 148, 10.1016/j.carbpol.2014.03.063 Kurkov, 2013, Cyclodextrins. Int. J. Pharm., 453, 167, 10.1016/j.ijpharm.2012.06.055 Rajapakse, 2013, Antibiotics for human toxoplasmosis: a systematic review of randomized trials, Pathog. Glob. Health, 107, 162, 10.1179/2047773213Y.0000000094 El-Feky, 2017, Using chitosan nanoparticles as drug carriers for the development of a silver sulfadiazine wound dressing, Carbohydr. Polym., 158, 11, 10.1016/j.carbpol.2016.11.054 Khan, 2019, Fabrication of antibacterial electrospun cellulose acetate/silver-sulfadiazine nanofibers composites for wound dressings applications, Polym. Test., 74, 39, 10.1016/j.polymertesting.2018.12.015 Venkataraman, 2013, Silver sulfadiazine nanosystems for burn therapy, AAPS PharmSciTech, 14, 254, 10.1208/s12249-012-9914-0 Delrivo, 2012, Interaction of sulfadiazine with cyclodextrins in aqueous solution and solid state, Carbohydr. Polym., 87, 1980, 10.1016/j.carbpol.2011.10.025 Loftsson, 2010, Pharmaceutical applications of cyclodextrins: basic science and product development: pharmaceutical applications of cyclodextrins, J. Pharm. Pharmacol., 62, 1607, 10.1111/j.2042-7158.2010.01030.x Fourmentin, S.; Morin-Crini, N.; Crini, G. Cyclodextrines et Complexes d’inclusion. In Cyclodextrines, propriétés, chimie et applications; Presse Universitaire de Franche-Comté; pp 57–84. Delrivo, A.; Zoppi, A.; Granero, G.; Longhi, M. Studies of Ternary Systems of Sulfadiazine with β-Cyclodextrin and Aminoacids. vol. 10. Rajendiran, 2014, Supramolecular aggregates formed by sulfadiazine and sulfisomidine inclusion complexes with α- and β-cyclodextrins, Spectrochim. Acta. A. Mol. Biomol. Spectrosc., 129, 157, 10.1016/j.saa.2014.03.028 Hegazy, 2013, Preparation and evaluation of the inclusion complex of silver sulfadiazine with cyclodextrin, Int. J. Pharm. Pharmaceut. Sci., 5, 461 de Araújo, 2008, Sulfadiazine/Hydroxypropyl-β-Cyclodextrin host–guest system: characterization, phase-solubility and molecular modeling, Bioorg. Med. Chem., 16, 5788, 10.1016/j.bmc.2008.03.057 Szejtli, 1997, Utilization of cyclodextrins in industrial products and processes, J. Mater. Chem., 7, 575, 10.1039/a605235e Szejtli, 1998, Introduction and general overview of cyclodextrin chemistry, Chem. Rev., 98, 1743, 10.1021/cr970022c Bender, 1978 Brewster, 2007, Cyclodextrins as pharmaceutical solubilizers, Adv. Drug Deliv. Rev., 59, 645, 10.1016/j.addr.2007.05.012 Crini, 2019, vol. 21 Saokham, 2018, Solubility of cyclodextrins and drug/cyclodextrin complexes, Molecules, 23, 1161, 10.3390/molecules23051161 Yuan, 2012, Inclusion complex of astaxanthin with hydroxypropyl-β-cyclodextrin: UV, FTIR, 1H NMR and molecular modeling studies, Carbohydr. Polym., 89, 492, 10.1016/j.carbpol.2012.03.033 Wszelaka-Rylik, 2013, Isothermal titration Calorimetry (ITC) study of natural cyclodextrins inclusion complexes with drugs, J. Therm. Anal. Calorim., 111, 2029, 10.1007/s10973-012-2251-4 Mangolim, 2014, Curcumin–β-Cyclodextrin inclusion complex: stability, solubility, characterisation by FT-IR, FT-Raman, X-ray diffraction and photoacoustic spectroscopy, and food application, Food Chem., 153, 361, 10.1016/j.foodchem.2013.12.067 Schneider, 1998, NMR studies of cyclodextrins and cyclodextrin complexes, Chem. Rev., 98, 1755, 10.1021/cr970019t Connors, 1997, The stability of cyclodextrin complexes in solution, Chem. Rev., 97, 1325, 10.1021/cr960371r Jambhekar, 2016, Cyclodextrins in pharmaceutical formulations II: solubilization, binding constant, and complexation efficiency, Drug Discov. Today, 21, 363, 10.1016/j.drudis.2015.11.016 Kfoury, M. Préparation, caractérisation physicochimique et évaluation des propriétés biologiques de complexes d’inclusion à base de cyclodextrines: applications à des principes actifs de type phénylpropanoïdes. vol. 226. Loftsson, 2005, Evaluation of cyclodextrin solubilization of drugs, Int. J. Pharm., 302, 18, 10.1016/j.ijpharm.2005.05.042 Mura, 2014, Analytical techniques for characterization of cyclodextrin complexes in aqueous solution: a review, J. Pharm. Biomed. Anal., 101, 238, 10.1016/j.jpba.2014.02.022 Zhao, 2016, NMR study on the inclusion complexes of β-cyclodextrin with isoflavones, Molecules, 21, 372, 10.3390/molecules21040372 Ali, S. M.; Maheshwari, A.; Asmat, F.; Koketsu, M. Complexation of enalapril maleate with β-CYCLODEXTRIN: NMR spectroscopic study in solution. Quim. Nova 4. Greatbanks, 1987, Cyclodextrins as chiral complexing agents in water, and their application to optical purity measurements, Magn. Reson. Chem., 25, 208, 10.1002/mrc.1260250306 Rekharsky, 1995, Thermodynamic and nuclear magnetic resonance study of the interactions of .alpha.- and .Beta.-Cyclodextrin with model substances: phenethylamine, ephedrines, and related substances, J. Am. Chem. Soc., 117, 8830, 10.1021/ja00139a017 Wszelaka-Rylik, 2015, Isothermal titration Calorimetry (ITC) study of natural cyclodextrins inclusion complexes with tropane alkaloids, J. Therm. Anal. Calorim., 121, 1359, 10.1007/s10973-015-4658-1