Design, characterization and in vitro evaluation of 5-aminosalicylic acid loaded N-succinyl-chitosan microparticles for colon specific delivery

Colloids and Surfaces B: Biointerfaces

Volumn 94, Issue , 2012, Pages 199-205

  Mura, C ^a,b   Nacher A ^b,c   Merino, V ^b,c   Merino Sanjuan M ^b,c   Manconi, M ^a   Loy, G ^a   Fadda, A M ^a   Diez Sales O ^b,c  

^a UNIVERSITY OF CAGLIARI   (Italy)

^b UNIVERSITY OF VALENCIA   (Spain)

^c UNIVERSITAT POLITÈCNICA DE VALÈNCIA   (Spain)

Author keywords

5 Aminosalicylic acid; Colon specific delivery; N Succinyl chitosan; PH dependent swelling; Physicochemical characterization

Indexed keywords

ACID ENVIRONMENT; CARRIER SYSTEMS; COLON-SPECIFIC DELIVERY; DIFFERENTIAL SCANNING CALORIMETRIES (DSC); DRUG RELEASE; DRUG RELEASE STUDY; DRUG-TARGETING; FOURIER TRANSFORM INFRARED; IN-VITRO; IN-VITRO EVALUATION; LOW TOXICITY; MEAN SIZE; MICRO-PARTICLES; MUCOADHESIVE PROPERTIES; N-SUCCINYL-CHITOSAN; N-TERMINALS; PH-DEPENDENT SWELLING; PHYSICO-CHEMICAL CHARACTERIZATION; POLYMER PROPERTIES; POROUS STRUCTURES; RHEOLOGICAL STUDIES; SCANNING ELECTRON MICROSCOPY IMAGE; SWELLING RATIO; X-RAY DIFFRACTION STUDIES;

BIOCOMPATIBILITY; DIFFERENTIAL SCANNING CALORIMETRY; SCANNING ELECTRON MICROSCOPY; X RAY DIFFRACTION; ZETA POTENTIAL;

CHITOSAN;

DRUG CARRIER; MESALAZINE; N SUCCINYL CHITOSAN; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL PARAMETERS; COLON ABSORPTION; CONTROLLED STUDY; DIFFERENTIAL SCANNING CALORIMETRY; DRUG DELIVERY SYSTEM; DRUG DESIGN; DRUG DOSAGE FORM COMPARISON; DRUG EFFICACY; DRUG FORMULATION; DRUG RELEASE; DRUG SCREENING; DRUG SOLUBILITY; DRUG TARGETING; ENTHALPY; EXCIPIENT COMPATIBILITY; FLOW KINETICS; FREEZE DRYING; IN VITRO STUDY; INFRARED SPECTROSCOPY; MUCOADHESION; PARTICLE SIZE; PH; PHYSICAL CHEMISTRY; PRIORITY JOURNAL; SCANNING ELECTRON MICROSCOPY; SPRAY DRYING; SWELLING RATIO; VISCOSITY; X RAY DIFFRACTION; ZETA POTENTIAL;

BIOCOMPATIBLE MATERIALS; CALORIMETRY, DIFFERENTIAL SCANNING; CHITOSAN; COLON; DESICCATION; DRUG DELIVERY SYSTEMS; FREEZE DRYING; HUMANS; HYDROGEN-ION CONCENTRATION; KINETICS; MESALAMINE; MICROSCOPY, ELECTRON, SCANNING; MICROSPHERES; PARTICLE SIZE; RHEOLOGY; SOLUBILITY; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; STATIC ELECTRICITY; WETTABILITY; X-RAY DIFFRACTION;

EID: 84859160621     PISSN: 09277765     EISSN: 18734367     Source Type: Journal    
DOI: 10.1016/j.colsurfb.2012.01.030     Document Type: Article

References (33)

1. Sands B.E. Therapy of inflammatory bowel disease. Gastroenterology 2000, 118:S68-S82.
2. Qureshi A.I., Cohen R.D. Mesalamine delivery systems: do they really make much difference?. Adv. Drug Deliv. Rev. 2005, 57:281-302.
3. Williams J.G., Hallett M.B. Effect of sulphasalazine and its active metabolite, 5-amino-salicylic acid, on toxic oxygen metabolite production by neutrophils. Gut 1989, 30:1581-1587.
4. McKenzie S.M., Doe W.F., Buffinton G.D. 5-Aminosalicylic acid prevents oxidant mediated damage of glyceraldehyde-3-phosphate dehydrogenase in colon epithelial cells. Gut 1999, 44:180-185.
5. Gionchetti P., Guarnieri C., Campieri M., Belluzzi A., Brignola C., Iannone P., Miglioli M., Barbara L. Scavenger effect of sulfasalazine, 5-aminosalicylic acid, and olsalazine on superoxide radical generation. Dig. Dis. Sci. 1991, 36:174-178.
6. Zhou S.Y., Fleisher D., Pao L.H., Li C., Winward B., Zimmermann E.M. Intestinal metabolism and transport of 5-aminosalicylate. Drug Metab. Dispos. 1999, 27:479-485.
7. Kumar P., Mishra B. Colon targeted drug delivery systems - an overview. Curr. Drug Deliv. 2008, 5:186-198.
8. Chourasia M.K., Jain S.K. Pharmaceutical approaches to colon targeted drug delivery systems. J. Pharm. Pharm. Sci. 2003, 6:33-66.
9. Kim H., Huh J., Jeon H., Choi D., Han J., Kim Y., Jung Y. N,N'-Bis(5-aminosalicyl)-l-cystine is a potential colon-specific 5-aminosalicylic acid prodrug with dual therapeutic effects in experimental colitis. J. Pharm. Sci. 2009, 98:159-168.
10. Cassano R., Trombino S., Cilea A., Ferrarelli T., Muzzalupo R., Picci N. l-Lysine pro-prodrug containing trans-ferulic acid for 5-amino salicylic acid colon delivery: synthesis, characterization and in vitro antioxidant activity evaluation. Chem. Pharm. Bull. (Tokyo) 2010, 58:103-105.
11. Trombino S., Cassano R., Cilea A., Ferrarelli T., Muzzalupo R., Picci N. Synthesis of pro-prodrugs l-lysine based for 5-aminosalicylic acid and 6-mercaptopurine colon specific release. Int. J. Pharm. 2011, 420:290-296.
12. Kennedy D.A., Vembu N., Fronczek F.R., Devocelle M. Synthesis of mutual azo prodrugs of anti-inflammatory agents and peptides facilitated by alpha-aminoisobutyric acid. J. Org. Chem. 2011, 76(23):9641-9647.
13. Dhaneshwar S.S., Gairola N., Kandpal M., Vadnerkar G., Bhatt L. Colon-specific, mutual azo prodrug of 5-aminosalicylic acid with L-tryptophan: synthesis, kinetic studies and evaluation of its mitigating effect in trinitrobenzenesulfonic acid-induced colitis in rats. Bioorg. Med. Chem. 2007, 15:4903-4909.
14. Sinha V.R., Kumria R. Microbially triggered drug delivery to the colon. Eur. J. Pharm. Sci. 2003, 18:3-18.
15. Rubinstein A., Nakar D., Sintov A. Chondroitin sulfate: a potential biodegradable carrier for colon-specific drug delivery. Int. J. Pharm. 1992, 84:141-150.
16. Ashford M., Fell J., Attwood D., Sharma H., Woodhead P. Studies on pectin formulations for colonic drug delivery. J. Control. Release 1994, 30:225-232.
17. Sinha V.R., Kumria R. Polysaccharides in colon-specific drug delivery. Int. J. Pharm. 2001, 224:19-38.
18. Hirano S., Moriyasu T. N-(Carboxyacyl)chitosans. Carbohydr. Res. 1981, 92:323-327.
19. Yamaguchi R., Araj Y., Itoh T., Hirano S. Preparation of partially N-succinylated chitosan and their cross-linked gels. Carbohydr. Res. 1981, 88:172-175.
20. Rekha M.R., Sharma C.P. pH sensitive succinyl chitosan microparticles: a preliminary investigation towards oral insulin delivery. Trends Biomater. Artif. Organs 2008, 21:107-115.
21. Mura C., Manconi M., Valenti D., Manca M.L., Díez-Sales O., Loy G., Fadda A.M. In vitro study of N-succinyl chitosan for targeted delivery of 5-aminoslicylic acid to colon. Carbohydr. Polym. 2011, 85:578-583.
22. Roy P., Shahiwala A. Multiparticulate formulation approach to pulsatile drug delivery: current perspectives. J. Control. Release 2009, 134:74-80.
23. Bodmeier R. Tableting of coated pellets. Eur. J. Pharm. Biopharm. 1997, 43:1-8.
24. Fatima L., Asghar L.F., Chandran S. Multiparticulate formulation approach to colon specific drug delivery: current perspectives. J. Pharm. Pharm. Sci. 2006, 9:327-338.
25. Hussain F.N., Ajjan R.A., Moustafa M., Anderson J.C., Riley S.A. Simple method for the determination of 5-aminosalicylic and N-acetyl-5-aminosalicylic acid in rectal tissue biopsies. J. Chromatogr. B: Biomed. Sci. Appl. 1998, 716:257-266.
26. Ritger P.L., Peppas N.A. A simple equation for description of solute release. II. Fickian and anomalous release from swellable devices. J. Control. Release 1987, 37-42.
27. Siepmann J., Peppas N.A. Modeling of drug release from delivery systems based on hydroxypropyl methylcellulose (HPMC). Adv. Drug Deliv. Rev. 2001, 48:139-157.
28. Mladenovska K., Cruaud O., Richomme P., Belamie E., Raicki R.S., Venier-Julienne M.C., Popovski E., Benoit J.P., Goracinova K. 5-ASA loaded chitosan-Ca-alginate microparticles: preparation and physicochemical characterization. Int. J. Pharm. 2007, 345:59-69.
29. Samuels R.J. Solid state characterization of the structure of chitosan films. J. Polym. Sci. Polym. Phys. 1981, 19:1081-1105.
30. Leo E., Forni F., Bernabei M.T. Surface drug removal from ibuprofen-loaded PLA microspheres. Int. J. Pharm. 2000, 196:1-9.
31. Chattaraj S.C., Swarbrick J., Kanfer I. A simple diffusion cell to monitor drug release from semi-solid dosage forms. Int. J. Pharm. 1995, 120:119-124.
32. Bonina F.P., Giannossi M.L., Medici L., Puglia C., Summa V., Tateo F. Adsorption of salicylic acid on bentonite and kaolin and release experiments. Appl. Clay Sci. 2007, 36:77-85.
33. Mura C., Nacher A., Merino V., Merino-Sanjuan M., Carda C., Ruiz A., Manconi M., Loy G., Fadda A.M., Diez-Sales O. N-Succinyl-chitosan systems for 5-aminosalicylic acid colon delivery: in vivo study with TNBS-induced colitis model in rats. Int. J. Pharm. 2011, 416(1):145-154.