Characterization of drug-chitosan interaction by 1H NMR, FTIR and isothermal titration calorimetry

European Journal of Pharmaceutics and Biopharmaceutics

Volumn 69, Issue 1, 2008, Pages 388-395

  Boonsongrit, Yaowalak ^a,b   Mueller, Bernd W ^b   Mitrevej, Ampol ^a  

^a MAHIDOL UNIVERSITY   (Thailand)

^b UNIVERSITY OF KIEL   (Germany)

Author keywords

1H NMR; Benzoic acid; Chitosan; FTIR; Insulin; Ionic interaction; Isothermal titration calorimetry

Indexed keywords

BENZOIC ACID; CARBOXYL GROUP; CHITOSAN; FUNCTIONAL GROUP; INSULIN; TRIPOLYPHOSPHATE;

ADSORPTION; ARTICLE; CONCENTRATION RESPONSE; CONFORMATIONAL TRANSITION; ELECTRICITY; ENTHALPY; INFRARED SPECTROSCOPY; ISOTHERMAL TITRATION CALORIMETRY; MICROPARTICLE ENZYME IMMUNOASSAY; PROTON NUCLEAR MAGNETIC RESONANCE;

BENZOIC ACID; CALORIMETRY; CHEMISTRY, PHARMACEUTICAL; CHITOSAN; DRUG COMPOUNDING; DRUG INTERACTIONS; HUMANS; HYDROGEN-ION CONCENTRATION; INSULIN; IONS; MAGNETIC RESONANCE SPECTROSCOPY; POLYPHOSPHATES; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; TECHNOLOGY, PHARMACEUTICAL; TIME FACTORS;

EID: 41549086003     PISSN: 09396411     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ejpb.2007.11.008     Document Type: Article

References (27)

1. Wang H., Li W., Lu Y., and Wang Z. Studies on chitosan and poly (acrylic acid) interpolymer complex. I. preparation, structure, pH-sensitivity, and salt sensitivity of complex-forming poly (acrylic acid): chitosan semi-interpenetrating polymer network. J. Appl. Polym. Sci. 65 (1997) 1445-1450
2. Ma Z., Yeoh H.H., and Lim L.Y. Formulation pH modulates the interaction of insulin with chitosan nanoparticles. J. Pharm. Sci. 91 (2002) 1396-1404
3. Mi F.L., Shyu S.S., Kuan C.Y., Lee S.L., Lu K.T., and Jang S.F. Chitosan-polyelectrolyte complexation for the preparation of gel beads and controlled release of anticancer drug. II. Effect of pH-dependent ionic crosslinking or interpolymer complex using tripolyphosphate or polyphosphate as reagent. J. Appl. Polym. Sci. 74 (1999) 1093-1107
4. Helander I., Nurmiaho-Lassila E., Ahvenainen R., Rhoades J., and Roller S. Chitosan disrupts the barrier properties of the outer membrane of gram-negative bacteria. Int. J. Food Microbiol. 71 (2001) 235-244
5. Jumaa M., Furkert F.H., and Mueller B.W. A new lipid emulsion formulation with high antimicrobial effacacy using chitosan. Eur. J. Pharm. Biopharm. 53 (2002) 115-123
6. Mueller H., Grelier S., Pardon P., and Coma V. Antimicrobial and physicochemical properties of chitosan-HPMC-based films. J. Agric. Food Chem. 52 (2004) 6585-6591
7. Wang X., Du Y., and Liu H. Preparation, characterization and antibacterial activity of chitosan-Zn complex. Carbohyd. Polym. 56 (2004) 21-26
8. Liu H., Du Y., Wang X., Hu Y., and Kennedy J.F. Interaction between chitosan and alkyl β-d-glucopyranoside and its effect on their antimicrobial activity. Carbohyd. Polym. 56 (2004) 243-250
9. Arof A.K., and Osman Z. FTIR studies of chitosan acetate based polymer electrolytes. Electrochim. Acta 48 (2003) 993-999
10. Calvo P., Remunan-Lopez C., Vila-Jato J.L., and Alonso M.J. Chitosan and chitosan/ethylene oxide-propylene oxide block copolymer nanoparticles as novel carriers for proteins and vaccines. Pharm. Res. 14 (1997) 1431-1436
11. Urrusuno R.F., Calvo P., Lopez C.R., Vila Jato J.L., and Alonso M.J. Enhancement of nasal absorption of insulin using chitosan nanoparticles. Pharm. Res. 16 (1999) 1576-1581
12. Meshali M.M., and Gahr K.E. Effect of interpolymer complex formation of chitosan with pectin or acacia on the release behaviour of chlorpromazine HCl. Int. J. Pharm. 89 (1993) 177-181
13. Guzey D., and MaClements D.J. Characterization of β-lactoglobulin-chitosan interactions in aqueous solutions: a calorimetry, light scattering, electrophoretic mobility and solubility study. Food Hydrocolloids 20 (2006) 124-131
14. V.M. Salokhe, S.K. Rakshit, Y. Pranoto, Enhancing antimicrobial activity of chitosan films by incorporating garlic oil, potassium sorbate and nisin, Lebensm.-Wiss. und Technol. 38 (2005) 859-865.
15. Qi L., Xu Z., Jiang X., Hu C., and Zou X. Preparation and antibacterial activity of chitosan nanoparticles. Carbohyd. Res. 339 (2004) 2693-2700
16. Boonsongrit Y., Mitrevej A., and Mueller B.W. Chitosan drug binding by ionic interaction. Eur. J. Pharm. Biopharm. 62 (2006) 267-274
17. Trenktrog T., and Mueller B.W. Preparation and characterization of a peptide containing w/o emulsion. Int. J. Pharm. 123 (1995) 199-207
18. Otagiri M., Saito H., Shiraishi S., and Imai T. Interaction of indomethacin with low molecular weight chitosan, and improvements of some pharmaceutical properties of indomethacin by molecular weight chitosans. Int. J. Pharm. 67 (1991) 11-20
19. Domard A., Zydowicz N., and Vachoud L. Formation and characterisation of a physical chitin gel. Carbohyd. Res. 302 (1997) 169-177
20. Liu W., Sun S., Cao Z., Zhang X., Yao K., Lu W.W., et al. An investigation on the physicochemical properties of chitosan/DNA polyelectrolyte complexes. Biomaterials 26 (2005) 2705-2711
21. Xu Y., and Du Y. Effect of molecular structure of chitosan on protein delivery properties of chitosan nanoparticles. Int. J. Pharm. 250 (2003) 215-226
22. Mincheva R., Manolova N., Sabov R., Kjurkchiev G., and Rashkov L. Hydrogels from chitosan crosslinked with poly(ethyleneglycol) diacid as bone regeneration materials. e-Polymers 058 (2004) 1-11
23. Buschmann H.J., and Schollmeyer E. A test reaction from macrocyclic chemistry for calorimetric titrations. Thermochim. Acta 333 (1999) 49-53
24. Buschmann H.J., Schollmeyer E., and Mutihac L. The formation of amino acid and dipeptide complexes with a-cyclodextrin and cucurbit[6]uril in aqueous solutions studied by titration calorimetry. Thermochim. Acta 399 (2003) 203-208
25. Girard M., Turgeon S.L., and Gauthier S.F. Thermodynamic parameter of β-lactoglobulin-pectin complexes assessed by isothermal titration calorimetry. J. Agric. Food Chem. 51 (2003) 4450-4455
26. Kissel T., Simon M., Wittmar M., and Bakowsky U. Self-assembling nanocomplexes from insulin and water-soluble branched polyesters, poly[vinyl-3-(diethylamino)-propylcarbamate-co-(vinyl acetate)-co-(vinyl alcohol)]-graft-poly(l-lactic acid): a novel carrier for transmucosal delivery of peptides. Bioconjugate Chem. 15 (2004) 841-849
27. Joshi H., Shirude P.S., Bansal V., Ganesh K.N., and Sastry M. Isothermal titration calorimetry studies on the binding of amino acid to gold nanoparticles. J. Phys. Chem. 108 (2004) 11535-11540