Synthesis and characterization of carboxymethyl chitosan hydrogel: Application as pH-sensitive delivery for nateglinide

Current Drug Delivery

Volumn 9, Issue 6, 2012, Pages 628-636

  Vaghani, Subhash S ^a   Patel, Madhabhai M ^b   Satish, C S ^c   Patel, Kandarp M ^d   Jivani, Nurudin P ^e  

^a Jodhpur National University   (India)

^b Kalol Institute of Pharmacy   (India)

^c PES COLLEGE OF PHARMACY   (India)

^d GANPAT UNIVERSITY   (India)

^e C U Shah College of Pharmacy and Research   (India)

Author keywords

Chitosan; CMCTs; Hydrogel; Nateglinide; pH sensitive drug delivery

Indexed keywords

CARBOXYMETHYLCHITOSAN; CHITOSAN DERIVATIVE; GLUTARALDEHYDE; NATEGLINIDE; UNCLASSIFIED DRUG;

ARTICLE; CROSS LINKING; DEACETYLATION; DIFFERENTIAL SCANNING CALORIMETRY; DRUG DELIVERY SYSTEM; DRUG FORMULATION; DRUG RELEASE; DRUG SOLUBILITY; HYDROGEL; IN VITRO STUDY; INFRARED SPECTROSCOPY; MOLECULAR WEIGHT; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; SCANNING ELECTRON MICROSCOPY; SYNTHESIS;

CHITOSAN; CROSS-LINKING REAGENTS; CYCLOHEXANES; DRUG CARRIERS; GLUTARAL; HYDROGEL; HYDROGEN-ION CONCENTRATION; HYPOGLYCEMIC AGENTS; PHENYLALANINE;

EID: 84870217338     PISSN: 15672018     EISSN: 18755704     Source Type: Journal    
DOI: 10.2174/156720112803529837     Document Type: Article

References (41)

1. Wang, L.C.; Chen, X.G.; Liu, C.S.; Li, D.L.; Ji, Q.X.; Yu, L.J. Preparation of a Multistructural film with cm-chitosan and PVA, and in vitro ornidazole release from the carrier. J. Appl. Polym. Sci., 2008, 110, 1136-1144.
2. Colo, G.D.; Baggiani, A.; Zambito, Y.; Mollica, G.; Geppi, M.; Serafini, M.F. A new hydrogel for the extended and complete prednisolone release in the GI tract. Int. J. Pharm., 2006, 310, 154-161.
3. Chen, L.; Tian, Z.; Du, Y. Synthesis and pH sensitivity of carboxymethyl chitosan-based polyampholyte hydrogels for protein carrier matrices. Biomaterials, 2004, 25, 3725-3732.
4. Koutroumanis, K.P.; Avgoustakis, K.; Bikiaris, D. Synthesis of cross-linked N-(2-carboxybenzyl)chitosan pH sensitive olyelectrolyte and its use for drug controlled delivery. Carbohyd. Polym., 2010, 82, 181-188.
5. Raimunda-de-Abreu, F.; Campana-Filho, S.P. Characteristics and properties of carboxymethylchitosan. Carbohyd. Polym., 2009, 75, 214-221.
6. Chen, S; Wu, Y.; Mi, F.; Lin, Y.; Yu, L.; Sung, H. A novel pHsensitive hydrogel composed of N,O-carboxymethyl chitosan and alginate cross-linked by genipin for protein drug delivery. J. Control Release, 2004, 96, 285-300.
7. Yinsong, W.; Lingrong, L.; Jian, W.; Zhang, Q. Preparation and characterization of self-aggregated nanoparticles of cholesterolmodified O-carboxymethyl chitosan conjugates. Carbohyd. Polym., 2007, 69, 597-606.
8. Sleevi, M. In: Insulin and hypoglycemic agents. Abraham, D.J. Ed.; Burger's Medicinal Chemistry and Drug Discovery, Autocoids, Diagnostics, and Drugs from New Biology. John Wiley & Sons, Inc.: New York, 2003.
9. Inzucchi, S.E. Oral antihyperglycemic therapy for type 2 diabetes: Scientific review. JAMA, 2002, 287, 360-372.
10. Yale, J.F. Oral antihyperglycemic agents and renal disease: New agents, new consepts. J. Am. Soc. Nephrol., 2005, 16, S7-S10.
11. Kar, P.; Richard, Holt I.G. The effect of sulphonylureas on the microvascular and macrovascular complications of diabetes. Cardiovasc Drugs Ther., 2008, 22, 207-213.
12. Varanasi, K.K.V.S.; Sridhar, V.; Potharaju, S.; Shraddha, R.; Sivakumar, S.P.N.; Sabapathi, S.K.; Satheeshmanikandan, T.R.S.; Swaroop-Kumar, V.V.S. Development and validation of a liquid chromatography/tandem mass spectrometry assay for the simultaneous determination of nateglinide, cilostazol and its active metabolite 3,4-dehydro-cilostazol in Wistar rat plasma and its application to pharmacokinetic study. J. Chrom. B., 2008, 865, 91-98.
13. Zhang, W.; He, Y.; Han, C.; Liu, Z.; Li, Q.; Fan, L.; Tan, Z.; Zhang, W.; Yu, B.; Wang, D.; Hu, D.; Zhou, H. Effect of SLCO1B1 genetic polymorphism on the pharmacokinetics of nateglinide. Br. J. Clin. Pharmacol., 2006, 62(5), 567-572.
14. Sankalia, J.M.; Sankalia, M.G.; Sutariya, V.B.; Mashru, R.C. Nateglinide quantification in rabbit plasma by HPLC: Optimization and application to pharmacokinetic study. J. Pharm. Biomed. Anal., 2007, 44, 196-204.
15. Bauer, S.; Stormer, E.; Kirchheiner, J.; Michael, C.; Brockmoller, J.; Roots, I. Rapid and simple method for the analysis of nateglinide in human plasma using HPLC analysis with UV detection. J. Pharm. Biomed. Anal., 2003, 31, 551-555.
16. Li, G.; Xu, Q.W.; Mo, X.Y.; Chen, J.Y.; Su, G.Q. Study on stability of nateglinide polymorphism. Chinese Chem. Lett., 2003, 14(7), 730-733.
17. Makino, C.; Sakai, H.; Okano, A.; Yabuki, A. Design of nateglinide controlled release tablet containing erosion matrix tablet and multiple administration study in normal beagle dogs. Chem. Pharm. Bull., 2009, 57(9), 907-913.
18. Makino, C.; Sakai, H.; Yabuki, A. Nateglinide controlled release tablet containing compressionable enteric coated granules. Chem. Pharm. Bull., 2010, 58(9), 1136-1141.
19. Itagaki, S.; Saito, Y.; Kubo, S.; Otsuka, Y.; Yamamoto, Y.; Kobayashi, M.; Hirano, T.; Isek, K. H+-dependent transport mechanism of nateglinide in the brush-border membrane of the rat intestine. J. Pharm. Exp. Ther., 2005, 312(1), 77-82.
20. El-Sherbiny, I.M. Enhanced pH-responsive carrier system based on alginate and chemically modified carboxymethyl chitosan for oral delivery of protein drugs: Preparation and in-vitro assessment. Carbohydr. Polym., 2010, 80, 1125-1136.
21. Sabnis, S.; Block, L.H. Improved infrared spectroscopic method for the analysis of degree of N-deacetylation of chitosan. Polym. Bull., 1997, 39, 67-71.
22. Khan, T.A. Reporting degree of deacetylation values of chitosan: the influence of analytical methods. J. Pharm. Pharm. Sci., 2002, 5(3), 205-212.
23. El-Sherbiny, I.M. Synthesis, characterization and metal uptake capacity of a new carboxymethyl chitosan derivative. Eur. Polym. J., 2009, 45, 199-210.
24. Zamani, A.; Henriksson, D.; Taherzadeh, M.J. A new foaming technique for production of superabsorbents from carboxymethyl chitosan. Carbohyd. Polym., 2010, 80(4), 1091-1101.
25. Tavakol, M.; Vasheghani-Farahani, E.; Dolatabadi-Farahani, T.; Hashemi-Najafabadi S. Sulfasalazine release from alginate-N,Ocarboxymethyl chitosan gel beads coated by chitosan. Carbohyd. Polym., 2009, 77, 326-330.
26. Vaghani, S.S.; Patel, S.G.; Jivani, R.J.; Jivani, N.P.; Patel, M.M.; Borda, R. Design and optimization of stomach specific drug delivery system of repaglinide: Application of simplex lattice design. Pharm. Dev. Technol., 2010, 1-11, in Press.
27. Vaghani, S.; Vasanti, S.; Chaturvedi, K.; Satish, C.S.; Jivani, N.P. Stomach-specific drug delivery of 5-Fluorouracil using ethylcellulose floating microspheres. Pharm. Dev. Technol., 2010, 15(2), 154-161.
28. Vaghani, S.S.; Sureja, S.; Singh, S.; Gurjar, M.; Jivani, N.P.; Patel, M.M. Design, characterization and in vitro evaluation of stavudineloaded microspheres. Pharm. Dev. Tech., 2010, 1-6, in press.
29. Chen, X.G.; Park, H.J. Chemical characteristics of O-carboxymethyl chitosans related to the preparation conditions. Carbohyd. Polym., 2003, 8, 355-359.
30. Chen, L.; Du, Y.; Wu, H.; Xiao, L. Relationship between molecular structure and moisture-retention ability of carboxymethylchitin and chitosan. J. Appl. Polym. Sci., 2002, 83, 1233-1241.
31. Le-Dung, P.L.; Milas, M.; Desbrieres, J. Water soluble derivatives obtained by controlled chemical modifications of chitosan. Carbohyd. Polym., 1994, 24, 209-214.
32. Tokura, S.; Nishi, N.; Somorin, T.A. Studies on chitin VIII. Some properties of water soluble chitin derivative. O. Polym. J., 1983, 15, 485-489.
33. Prabaharan, M.; Gong, S. Novel thiolated carboxymethyl chitosang-β-cyclodextrin as mucoadhesive hydrophobic drug delivery carriers. Carbohyd. Polym., 2008, 73, 117-125.
34. Zhao, Z.; Wang, Z.; Ye, N.; Wang, S. A novel N,O-carboxymethyl amphoteric chitosan/poly(ethersulfone) composite MF membrane and its charged characteristics. Desalinisation, 2002, 144, 35-39.
35. Chen, J.; Sun, J.; Yang, L.; Zhang, Q.; Zhu, H.; Wu, H.; Hoffmana, A.S.; Kaetsu, I. Preparation and characterization of a novel IPN hydrogel memberane of poly(N-isopropylacrylamide)/carboxymethyl chitosan (PNIPAAM/CMCS). Rad. Phys. Chem., 2007, 76, 1425-1429.
36. Bruni, G.; Berbenni, V.; Milanese, C.; Girella, A.; Cardini, A.; Vigano, E.; Lanfranconi, S.; Marini, A. Thermodynamic relationships between nateglinide polymorphs. J. Pharm. Biomed. Anal., 2009, 50, 764-770.
37. Papadimitriou, S.; Bikiaris, D.; Avgoustakis, K.; Karavas E.; Georgarakis, M. Chitosan nanoparticles loaded with dorzolamide and pramipexole. Carbohyd. Polym., 2008, 73, 44-54.
38. Bruni, G.; Berbenni, V.; Milanese, C.; Girella, A.; Cardini, A.; Lanfranconi, S.; Marini, A. Determination of the nateglinide polymorphic purity through DSC. J. Pharm. Biomed. Anal., 2011, 54, 1196-1199.
39. Neira-Carrillo, A.; Yazdani-Pedram, M.; Retuert, J.; Diaz-Dosque, M.; Gallois, S.; Arias, J.L. Selective crystallization of calcium salts by poly(acrylate)-graphted chitosan. J. Colloid Interf. Sci., 2005, 286, 134-141.
40. Docoslis, A.; Huszarik, K.L.; Papageorgiou, G.Z.; Bikiaris, D.; Stergiou, A.; Georgarakis, E. Characterization of the distribution, polymorphism, and stability of nimodipine in its solid dispersions in polyethylene glycol by micro-raman spectroscopy and powder xray diffraction. AAPS J., 2007, 9(3), E361-E370.
41. Papageorgiou, G.Z.; Bikiaris, D. Tailoring the release rates of fluconazole using solid dispersions in polymer blends. Drug Dev. Ind. Pharm., 2008, 34, 336-346.