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Chitosan-5-aminosalicylic acid conjugates for colon-specific drug delivery: Methods of preparation and in vitro evaluations
- Source :
- Journal of Drug Delivery Science and Technology. 57:101397
- Publication Year :
- 2020
- Publisher :
- Elsevier BV, 2020.
-
Abstract
- Increasing the efficiency and specificity of drug delivery to the colon is recognized as advantageous for improving the treatment of inflammatory bowel diseases. Novel colon-specific delivery systems for 5-aminosalicylic acid (5-ASA) were developed by conjugating the active to chitosan as a drug carrier via a 4-aminobenzoyl spacer. Chitosan-5-ASA azoconjugates were synthesized from N-(4-aminobenzoyl)-chitosan by diazotization reaction with salicylic acid producing a 55–66% yield. FT-IR and UV–visible spectroscopy confirmed that the chitosan-5ASA azoconjugates were stable and did not release 5-ASA in simulated gastric fluid (SGF, hydrochloric acid pH 1.2), simulated intestinal fluid (SIF, phosphate buffer pH 6.8) and simulated colon fluid (SCF, phosphate buffer pH 7.4) for 24 h at 37 °C. The release of 5-ASA from the chitosan-5-ASA azoconjugates in SGF, SIF and SCF containing rat gastrointestinal contents was determined using HPLC and compared with 5-ASA release from sulfasalazine which employs sulfapyridine as the azoreductable carrier. Sulfasalazine released approximately 70% of the 5-ASA load in simulated colonic fluid containing rat colon content in 24 h, whereas the chitosan-5-ASA azoconjugates released around 25% of the drug load over the same time period. Although the colon targeting potential of chitosan-5-ASA azoconjugates has been demonstrated, improving the drug delivery efficiency suggests a requirement for formulation of the chitosan-5-ASA azoconjugate as nanoparticles to increase the specific surface area and azo bond exposure to bacterial enzymes.
- Subjects :
- Aminosalicylic acid
Chromatography
Pharmaceutical Science
Hydrochloric acid
02 engineering and technology
Sulfapyridine
021001 nanoscience & nanotechnology
030226 pharmacology & pharmacy
digestive system diseases
Chitosan
03 medical and health sciences
chemistry.chemical_compound
0302 clinical medicine
chemistry
Sulfasalazine
Drug delivery
medicine
0210 nano-technology
Drug carrier
Salicylic acid
medicine.drug
Subjects
Details
- ISSN :
- 17732247
- Volume :
- 57
- Database :
- OpenAIRE
- Journal :
- Journal of Drug Delivery Science and Technology
- Accession number :
- edsair.doi...........baf42abb3f5e90eeef146fcceca920a8