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Volume: 9, Issue: 7, July, 2019
Development of synthesis method of magnetic nanoparticles modified by oleic acid and chitosan as a candidate for drug delivery agentAuthor Affiliations
In this study, magnetic nanoparticles (MNPs) coated with a combination of oleic acid and chitosan were synthesized by ex situ and in situ coprecipitation methods. Morphology and particle size, crystal structure and crystallite size, chemical structure, and magnetic saturation were characterized by scanning electron microscope (SEM), X-ray diffraction (XRD), Fourrier transform infrared, and vibrating sample magnetometer (VSM), respectively. SEM images showed that better spherical morphology is obtained by ex situ co-precipitation method. The XRD pattern identified that nanoparticles containing Fe3O4 and γ-Fe2O3. The particles and crystallite size of the nanoparticles tended to decrease with increasing oleic acid to the optimum composition. Further functionalization through the chitosan addition (crosslinked by Tripolyphosphate/sulfate) is contributed to the hydrophilicity properties of nanoparticles. Through VSM analysis, MNPs-oleic acid-chitosan showed superparamagnetic behavior with magnetic saturation reaching 32.63 emu/g. There was a linear correlation between magnetic saturation and Fe3O4 content of nanoparticles. Drug loading and drug release were carried out by using Doxorubicin. These nanoparticles showed a high drug loading efficiency with lower chitosan composition. Loading efficiency of Doxorubicin is related to the conjugation with carboxylic groups and hydrophobic sites from oleic acid and MNPs.
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Ahn T, Kim JH, Yang HM, Lee JW, Kim JD. Formation pathways of magnetite nanoparticles by coprecipitation method. J Phys Chem C, 2012; 116:6069−76. https://doi.org/10.1021/jp211843g
Aliakbari A, Seifi M, Mirzaee S, Hekmatara H. Influence of different synthesis conditions on properties of oleic acid-coated-Fe3O4 nanoparticles. Mater Sci Poland, 2015; 33:100-6. https://doi.org/10.1515/msp-2015-0027
Baharuddin AA, Ang BC, Hussein NAA, Andriyana A, Wong YH. Mechanisms of highly stabilized ex-situ oleic acid-modified iron oxide nanoparticles functionalized with 4-pentynoic acid. Mat Chem Phys, 2018; 203:212-22. https://doi.org/10.1016/j.matchemphys.2017.09.051
Banerjee A, Qi J, Gogoi R, Wong J, Mitragotri S. Role of nanoparticle size, shape and surface chemistry in oral drug delivery. J Control Release, 2016; 238:176−85. https://doi.org/10.1016/j.jconrel.2016.07.051
Bloemen M, Brullot W, Luong TT, Geukens N, Gils A, Verbiest T. Improved functionalization of oleic acid-coated iron oxide nanoparticles for biomedical applications. J Nanoparticle Res, 2012; 14:1-10. https://doi.org/10.1007/s11051-012-1100-5
Cho K, Wang X, Nie S, Chen Z, Shin DM. Therapeutic nanoparticles for drug delivery in cancer. Clin Cancer Res, 2008; 14: 1310-6. https://doi.org/10.1158/1078-0432.CCR-07-1441
Cornell RM, Schwertmann U. The iron oxides: structure, properties, reactions, occurrences and uses. 2nd edition, Wiley-VCH GmbH, Weinheim, New York, 2006.
De Jong WH, Borm PJ. Drug delivery and nanoparticles: hazards and application. Int J Nanomedi, 2008; 3:133-49. https://doi.org/10.2147/IJN.S596
Dumitriu S, Dumitriu M. . Hydrogels as support for drug delivery systems. In Dumitriu S (ed.). Polyaccharides in medicinal application. Marcel Dekker Inc, New York, NY, pp. 631-49, 1996.
Jadhav NV, Prasad AI, Kumar A, Mishra R, Dhara S, Babu KR, Prajapat CL, Misra NL, Ningthoujamb RS, Pandey BN, Vatsa RK. Synthesis of oleic acid functionalized Fe3O4 magnetic nanoparticles and studying their interaction with tumor cells for potential hyperthermia applications. Colloids Surf B Biointerfaces, 2013; 108:158-68. https://doi.org/10.1016/j.colsurfb.2013.02.035
Jain KK. Drug delivery systems-an overview. In Jain KK (ed.). Drug delivery systems. Humana Press, Switzerland, 2008. https://doi.org/10.1007/978-1-59745-210-6
Janke JJ, Bennett WFD, Tielemen DP. Oleic acid phase behavior from molecular dynamics simulations. Langmuir, 2014; 30:10661-7. https://doi.org/10.1021/la501962n
Jonassen H, Kjoniksen AL, Hiorth M. Effects of ionic strength on the size and compactness of chitosan nanoparticles. Colloid Polym Sci, 2012; 290:919-29. https://doi.org/10.1007/s00396-012-2604-3
Lan Q, Liu C, Yang F, Liu S, Xu J, Sun D. Synthesis of bilayer oleic acid-coated Fe3O4 nanoparticles and their application in pH-responsive pickering emulsions. J Colloid Interface Sci, 2006; 310:260-9. https://doi.org/10.1016/j.jcis.2007.01.081
Lee DW, Lim C, Israelachvili JN, Hwang DS. Strong adhesion and cohesion of chitosan in aqueous solutions. Langmuir, 2013; 29:14222−9. https://doi.org/10.1021/la403124u
Majeed MI, Lu Q, Yan W, Li Z, Hussain I, Tahir MN, Tremel W, Tan B. Highly water-soluble magnetic iron oxicde (Fe3O4) nanoparticles for drug delivery: enhanced in vitro therapeutic efficacy of doxorubicin and MION conjugates. J Mater Chem B, 2013; 1:2874-84. https://doi.org/10.1039/c3tb20322k
Martins AF, De Oliviera DM, Pereira AGB, Rubira AF, Muniz EC. Chitosan/TPP microparticles obtained by microemulsion method applied in controlled release of heparin. Int J Biol Macromol, 2012; 51:1127-33. https://doi.org/10.1016/j.ijbiomac.2012.08.032
Monshi A, Foroughi MR, Monshi MR. Modified scherrer equation to estimate more accurately nano-crystallite size using XRD. WJNSE, 2012; 2:154-60. https://doi.org/10.4236/wjnse.2012.23020
Mwangi WW, Ho KW, Ooi CW, Tey BT, Chan ES. Facile method for forming ionically cross-linked chitosan microcapsules from pickering emulsion templates. Food Hydrocoll, 2016; 55:26-33. https://doi.org/10.1016/j.foodhyd.2015.10.022
Obaidat R, Al-Jbour N, Al-Sou'd K, Sweidan K, Al-Remawi M, Badwan A. Some physico-chemical properties of low molecular weight chitosans and their relationship to conformation in aqueous solution. J Solution Chem, 2010; 39:575-88. https://doi.org/10.1007/s10953-010-9517-x
Okassa LN, Marchais H, Douziech-Eyrolles L, Herve K, Cohen-Jonathan S, Munnier E, Souce M, Linassier C, Dubois P, Chourpa I. Optimization of iron oxide nanoparticles encapsulation within poly (D,L-Lactide-Co-Glycolide) sub-micron particles. Eur J Pharm Biopharm, 2007; 67:31-8. https://doi.org/10.1016/j.ejpb.2006.12.020
Patil S, Bhatt P, Lalani R, Amrutiya J, Vhora I, Kolte A, Misra A. Low molecular weight chitosan-protamine conjugate for siRNA delivery with enhanced stability and transfection efficiency. RSC Adv, 2016; 6:110951-63. https://doi.org/10.1039/C6RA24058E
Pereira da Silva S, Costa de Moraes D, Samios D. Iron oxide nanoparticles coated with polymer derived from epoxidized oleic acid and Cis-1 , 2-cyclohexanedicarboxylic anhydride: synthesis and characterization. J Mater Sci Eng, 2016; 5:1-7. https://doi.org/10.4172/2169-0022.1000247
Sailakshmi G, Mitra T, Gnanamani A. Engineering of chitosan and collagen macromolecules using sebacic acid for clinical applications. Prog Biomater, 2013; 2:1-11. https://doi.org/10.1186/2194-0517-2-11
Suga K, Kondo D, Otsuka Y, Okamoto Y, Umakoshi, H. Characterization of aqueous oleic acid/oleate dispersions by fluorescent probes and raman spectroscopy. Langmuir, 2016; 32(30):7606-12. https://doi.org/10.1021/acs.langmuir.6b02257
Shu XZ, Zhu KJ. Controlled drug release properties of ionically cross-linked chitosan beads: the influence of anion structure. Int J Pharm, 2002; 233:217-25. https://doi.org/10.1016/S0378-5173(01)00943-7
Silva VAJ, Andrade PL, Silva MPC, Bustamante AD, Valladares LDS, Aguiar JA. Synthesis and characterization of Fe3O4 nanoparticles coated with fucan polysaccharides. J Magn Magn Mater, 2013; 343:138-43. https://doi.org/10.1016/j.jmmm.2013.04.062
Singh KS, Vasundhara M. Optimization of formulation parameters for controlled drug delivery from metformin hydrochloride loaded chitosan/TPP microspheres. Pharma Innovation, 2015; 4:38-42.
Snipstad S, Westorm S, Morch Y, Afadzi M, Aslund Andreas KO, Davies CL. Contact-mediated intracellular delivery of hydrophobic drugs from polymeric nanoparticles. Cancer Nanotechnol, 2014; 5:1-18. https://doi.org/10.1186/s12645-014-0008-4
Tran TTD, Vo TV, Tran PHL. Design of iron oxide nanoparticles decorated oleic acid and bovine serum albumin for drug delivery. Chem Eng Res Des, 2015; 94:112-8. https://doi.org/10.1016/j.cherd.2014.12.016
Ulbrich W, Lamprecht A. Targeted drug-delivery approaches by nanoparticulate carriers in the therapy of inflammatory diseases. J R Soc Interface, 2010; 7:S55-6. https://doi.org/10.1098/rsif.2009.0285.focus
Velusamy P, Hung SC, Shritama A, Kumar GV, Jeyanthi V, Pandian K. Synthesis of oleic acid coated iron oxide nanoparticles and its role in anti-biofilm activity against clinical isolates of bacterial pathogens. J Taiwan Inst Chem Eng, 2016; 59:450-6. https://doi.org/10.1016/j.jtice.2015.07.018
Voicu G, Geanaliu-Nicolae RE, Pirvan AA, Andronescu E, Iordache F. Synthesis, characterization and bioevaluation of drug-collagen hybrid materials for biomedical applications. Int J Pharm, 2016; 510: 474-84. https://doi.org/10.1016/j.ijpharm.2015.11.054
Xu Z, Guo M, Yan H, Liu K. Enhanced loading of doxorubicin into polymeric micelles by a combination of ionic bonding and hydrophobic effect, and the pH-sensitive and ligand-mediated delivery of loaded drug. Reactive Funct Polym, 2013; 73:564-72. https://doi.org/10.1016/j.reactfunctpolym.2012.12.012