Chitosan and Quat-188 Modified Chitosan Poly(acrylic acid) Semi-Interpenetrating Network For Controlled Release of Drugs

  • Christian Gonzales Department of Chemistry, School of Science and Engineering, Ateneo de Manila University, Loyola Heights, Quezon City
  • Mari Kaira O. Leal Department of Chemistry, School of Science and Engineering, Ateneo de Manila University, Loyola Heights, Quezon City
  • Ivy Marie C. Andalis Department of Chemistry, School of Science and Engineering, Ateneo de Manila University, Loyola Heights, Quezon City
  • Modesto T. Chua Department of Chemistry, School of Science and Engineering, Ateneo de Manila University, Loyola Heights, Quezon City
  • Takahiko Nakaoki Department of Materials Chemistry, Ryukoku University, Seta, Otsu
  • Soma Chakraborty Department of Chemistry, School of Science and Engineering, Ateneo de Manila University, Loyola Heights, Quezon City
DOI: https://doi.org/10.26534/kimika.v26i1.1-9
Keywords: chitosan, controlled drug delivery, hydrogel, Quat-188, poly(acrylic acid)

Abstract

Semi-interpenetrating polymer networks (semi-IPNs) composed of polyacrylic acid (PAA), and chitosan or N-(3-chloro-2-hydroxypropyl)trimethylammonium chloride (Quat-188) modified chitosan were synthesized. To fabricate the semi-IPN, acrylic acid (AA) was polymerized and crosslinked in the presence of unmodified and Quat-188 modified chitosan. The wet strength of the semi-IPNs improved with the increase in molecular weight of chitosan, chitosan to PAA ratio and by Quat-188 modification. Both modified and unmodified semi-IPNs swelled in buffer solutions. Swelling was pH dependent. The mode of encapsulation and release of two different types of drugs from these semi IPNs was studied. Effects of various parameters on encapsulation and release of AgNO3 and mafenide acetate from these semi-IPNs were investigated. The semi-IPN hydrogel encapsulated 10 mmol/L AgNO3 (100% of added drug) in 5min and released 4% of it in 2h. In case of mafenide acetate, pH dependent encapsulation and controlled release was observed. It was observed that drug-semi IPN interaction strongly influences the encapsulation and release behavior. Freezable water associated with the hydrogels also played an important role for the encapsulation and release of drug.

References

Ahn J-S, Choi HK, Chun M-K, Ryu J-M, Jung J-H, Kim Y-U. Cho, C-S. Release of triamcinolone acetonide from mucoadhesive polymer composed of chitosan and poly(acrylic acid) in vitro. Biomaterials, 2002; 23(6): 1411-1416.

Bochicchio G, Kilbourne M, Kuehn R, Keledjian K, Hess J, Scalea T. Use of a modified chitosan dressing in a hypothermic Coagulopathic grade V liver injury model. Am J Surg. 2009; 198(5), 617-622.

Dash M, Ferri M, Chiellini F. Synthesis and characterization of semi-interpenetrating polymer network hydrogel based on chitosan and poly(methacryloylglycylglycine). Mater Chem Phys. 2012; 135, 1070-1076.

Dragan ES, Perju MM, Dinu MV. Preparation and characterization of IPN composite hydrogels based on polyacrylamide and chitosan and their interaction with ionic dyes. Carbohyd Polym. 2013; 88(1), 270-281.

Guo B-L, Gao Q-Y. Preparation and properties of a pH/temperature-responsive carboxymethyl chitosan/poly(N-isopropyl acrylamide)semi-IPN hydrogel for oral delivery of drugs. Carbohyd Res. 2007; 342(16), 2416-2422.

Henares TG, Cuyegkeng MAC. Controlled Release ot Methvl Salicvlate in Chitosan-Polv(N-Isopropvlacrvlamide) Semi-Interpenetrating Networks. Kimika, 2010, 23(1), 26-31.

Hu C, Li B, Guo R, Wu H, Jiang Z. Pervaporation performance of chitosan–poly(acrylic acid) polyelectrolyte complex membranes for dehydration of ethylene glycol aqueous solution. Sep Purif Technol 2007; 55(3), 327-334.

Jayakumar R, Ramachandran R, Divyarani VV, Chennazhi KP, Tamura H. Nair SV. Fabrication of chitin–chitosan/nano TiO2-composite scaffolds for tissue engineering applications. Int J Biol Macromol. 2011;48(2), 336-344.

Jia Z, Wu, J. A thermo- and pH-sensitive hydrogel composed of quaternized chitosan/ glycerophosphate. Int J Pharm. 2006; 315, 1-11.

Li P, Wang Y, Peng Z, She F, Kong, L. Development of chitosan nanoparticles as drug delivery systems for 5-fluorouracil and leucovorin blends. Carbohydr Polym. 2011; 85(3), 698-704.

Li Y, Wang Y, Wu D, Zhang K. Hu, Q. A facile approach to construct three-dimensional oriented chitosan scaffolds with in-situ precipitation method. Carbohydr Polym. 2010; 80(2), 408-412.

Njagi J, Erlichman JS, Aston JW, Leiter JC, Andreescu S. A sensitive electrochemical sensor based on chitosan and electropolymerized Meldola blue for monitoring NO in brain slices. Sensors Actuat B: Chem. 2010; 143(2), 673-680.

Odaci D, Timu S, Telefoncu A. Bacterial sensors based on chitosan matrices. Sensors and Actuat B: Chem. 2008; 134(1), 89-94.

Park JH, Saravanakumar G, Kim K, Kwon IC. Targeted delivery of low moleculardrugs using chitosan and its derivatives. Adv Drug Deliver Rev. 2010; 62(1), 28-41.

Qin C, Xiao Q, Li H, Fang M, Liu Y, Chen X, Li Q. Calorimetric studies of the action of chitosan-N-2-hydroxypropyl trimethyl ammonium chloride on the growth of microorganisms. Int Journ Bio Macro. 2004; 34,121-126.

Quiñones JP, Szopko R, Schmidt C, Covas CP. Novel drug delivery systems: Chitosan conjugates covalently attached to steroids with potential anticancer and agrochemical activity. Carbohydr Polym. 2011; (3),858-864.

Sailaja GS, Ramesh P, Kumary TV, Varma HK. Human osteosarcoma cell adhesion behaviour on hydroxyapatite integrated chitosan–poly(acrylic acid) polyelectrolyte complex. Acta Biomater. 2006; 2, 651–657.

Sajomsang W, Tatayanona S, Tangpasuthadol V, Daly WH. Quaternization of N-aryl chitosan derivatives: synthesis, characterization. Carbohydr Res. 2009; 344, 2502–2511.

Nakaoki T, Yamashita H. Bound States of Water in Poly(vinyl alcohol) Hydrogel prepared by Repeated Freezing and Melting Method. J Mol Struct. 2008; 875,282-287.

Nakano T, Nakaoki T. Coagulation Size of freezable Water in Poly(vinyl alcohol) Hydrogels formed by different Freeze/thaw Cycle Periods. Polym J. 2011; 43,875-880.

Wu HD, Yang JC, Tsai T, Ji DY, Chang WJ, Chen CC, Lee SY. Development of a chitosan–polyglutamate based injectable polyelectrolyte complex scaffold. Carbohydr Polym. 2011; 85(2), 318-324.

Published
2015-04-21
How to Cite
Gonzales, C., Leal, M. K. O., Andalis, I. M. C., Chua, M. T., Nakaoki, T., & Chakraborty, S. (2015). Chitosan and Quat-188 Modified Chitosan Poly(acrylic acid) Semi-Interpenetrating Network For Controlled Release of Drugs. KIMIKA, 26(1), 1-9. https://doi.org/10.26534/kimika.v26i1.1-9
Issue
Vol. 26 No. 1 (2015)
Section
Research Articles

Authors who publish with this journal agree to the following terms:

  1. Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution License that allows others to share the work with an acknowledgement of the work's authorship and initial publication in this journal.
  2. Authors are able to enter into separate, additional contractual arrangements for the non-exclusive distribution of the journal's published version of the work (e.g., post it to an institutional repository or publish it in a book), with an acknowledgement of its initial publication in this journal.
  3. Authors are permitted and encouraged to post their work online (e.g., in institutional repositories or on their website) prior to and during the submission process, as it can lead to productive exchanges, as well as earlier and greater citation of published work (See The Effect of Open Access).