Investigation of Structural Characteristics by FTIR Spectroscopy of Chitosan Derivative with N Heterocyclic Compound
Keywords:
functionalized chitosan, bipyridinium salt, structure, FTIR spectrometry
Abstract
Chitosan and chitosan derivatives are biomaterials of great scientific interest for biomedical applications although some of the properties are limited as their solubility in the aqueous medium. N-heterocyclic compounds are of interest for chitosan alkylation and new derivatives can be obtained by modification of his structure resulting thus new structures of biomedical interest Chitosan samples from two sources were analysed, in which the dissociation is favoured in the aqueous medium by the presence of a bipyridine salt, N,N'-bis(phenacyl)-4,4'-bipyridinium dibromide. The synthesis of chitosan’ derivate was conducted in aqueous medium at 60 °C, by magnetic stirring for 24 hours. The dissociation is better and reduced the pH, to values lower than pH 6, which suggests the achievement of favourable structural arrangements between chitosan and dibromide bipyridinium. The FTIR spectra parameters indicate the presence of characteristic bands of the bipyridinium salt in the chitosan derivates structures, with structural differences in their composition.
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[2]. Borchard G., Junginger H. E., Modern drug delivery applications of chitosan, Adv. Drug Deliv. Rev, 52, p. 103-150, doi:10.1016/s0169-409x(01)00188-0, 2001.
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[5]. Muzzarelli R. A. A., Chitins and chitosan’s for the repair of wounded skin, nerve, cartilage and bone, Carbohydr Polym, 76(2), p. 167-182, 0144-8617, doi.org/10.1016/j.carbpol.2008.11.002, 2009.
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[8]. Irom B. C., Kavitha K., Rupeshkumar M., Jagadeesh Singh S. D., Applications of Natural Polymer Chitosan and Chitosan Derivatives in Drug Delivery: A Review, RJPBCS, 3, 4, p. 309-316, 2012.
[9]. Ahmad S., Ikram S., Chitosan & its derivatives: a review in recent innovations, Inter J Pharmaceutical, 6(1), p. 14-30, doi: 10.13040, 2015.
[10]. Muzzarelli R. A. A., Boudrant J., Meyer D., Manno N., Demarchis M., Current views on fungal chitin/chitosan, human chitinases, food reservation, glucans, pectins and inulin: A tribute to Henri Braconnot, precursor of the carbohydrate polymers science, on the chitin bicentennial, Carbohydr Polym, 8, 7995-1012, doi: 10.1016/j.carbpol.2011.09.063, 2012.
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[16]. Mouryaa V. K., Nazma N. Inamdara, Ashutosh T., Carboxymethyl chitosan and its applications, Zair./J. Soc. Mater. Sci. Jpn., 1(1), p. 11-33, doi: 10.5185/amlett.2010.3108, 2010.
[17]. Pokhrel S., Yadav P. N., Functionalization of chitosan polymer and their applications, J. Macromol. Sci., Part A, 56:5, p. 450-475, doi: 10.1080/10601325.2019.1581576, 2019.
[18]. El-Gharably A. A., Kenawy E. R. S., Safaan A. A., et al., Synthesis, characterization and application of chitosan conjugated heterocyclic compounds, J, Polym Res, 29, 141, doi.org/10.1007/s10965-021-02672-1, 2022.
[19]. Dinica R. M., Marchetti F., Pettinari C., Skelton B. W., White A. H., Synthesis, spectroscopic and structural characterization of the reaction products of quaternary cationic 2,20-bipyridylium ligand bromide salts with metal halides, Inorg. Chim. Acta, 360, 2609, doi:10.1016/j.ica.2006.12.037, 2007.
[20]. Sinha V. R., Singla A. K., Wadhawan S., Kaushik R., Bansal R., Dhawan S., Chitosan microspheres as a potential carrier for drugs, Int. J. Pharm., 274, p. 1-33, doi:10.1016/j.ijpharm.2003.12.026, 2004.
[21]. Pillai C. K. S., Paul W., Sharma C. P., Chitin and Chitosan Polymers: Chemistry, Solubility and Fiber Formation, Prog. Polym. Sci., 34, 7, p. 641-678, doi.org/10.1016/j.progpolymsci.2009.04.001, 2009.
[22]. Puvvada Y. S., Vankayalapati S., Sukhavasi S., Extraction of chitin from chitosan from exoskeleton of shrimp for application in the pharmaceutical industry, Int. Curr. Pharm. J., 1(9), p. 258-263, doi.org/10.3329/icpj.v1i9.11616, 2012.
[23]. Mustafa A., Studii fizico-chimice pentru realizarea și caracterizarea unor forme farmaceutice pe bază de chitosan, Rezumat teza, Univ. „Carol Davila”, Buc, 2018.
[24]. Cârâc A., Boscencu R., Dinică R. M., Guerreiro J. F., Silva F., Marques F., Cabral Campello M. P., Moise C., Brîncoveanu O., Enăchescu M., Cârâc G., Tăbăcaru A., Synthesis, characterization and antitumor activity of two new dipyridinium ylide based lanthanide (III) complexes, Inorg. Chim. Acta, 480, p. 83-90, doi: 10.1016/j.ica.2018.05.003, 2018.
[25]. Wang W., Meng Q., Li Q., Liu J., Zhou M., Jin Z., Zhao K., Chitosan Derivatives and Their Application in Biomedicine, Int J Mol Sci., 21(2):487, PMID: 31940963, PMCID: PMC7014278, doi:10.3390/ijms21020487, 2020.
[26]. Hsieh W. C., Chang C. P., Lin S. M., Morphology and characterization of 3D micro-porous structured chitosan scaffolds for tissue engineering, Colloids Surf B Biointerfaces, 57(2), p. 250-255, PMID: 17363229, doi: 10.1016/j.colsurfb.2007.02.004, 2007.
Published
2022-12-15
How to Cite
1.
COSTEA (NOUR) IF, ȘORCARU F, CÂRÂC G. Investigation of Structural Characteristics by FTIR Spectroscopy of Chitosan Derivative with N Heterocyclic Compound. The Annals of “Dunarea de Jos” University of Galati. Fascicle IX, Metallurgy and Materials Science [Internet]. 15Dec.2022 [cited 25Apr.2024];45(4):46-2. Available from: https://www.gup.ugal.ro/ugaljournals/index.php/mms/article/view/5818
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