SISTEM PENGHANTARAN BERTARGET KE KOLON DARI ASAM 5-AMINOSALISILAT (5-ASA) MELALUI PEMBENTUKAN PRODRUGNYA DENGAN SILAN DARI LIMBAH BATANG NANAS

• Main Author: Dwi Oktaviani, Risa
• Format: Final Project
• Language: Indonesia
• Online Access: https://digilib.itb.ac.id/gdl/view/44559
• Institution: Institut Teknologi Bandung

Most of the pineapple processing industries in Indonesia, result pineapple stem as a waste. The enormous number of this waste will be a threat for environment. Pineapple stem consists of an abundant hemicelluloses such as xylan. Xylan is a promising polymer as a biodegradable carrier for development of colon targeted drug delivery system. Xylan is able to withstand in stomach and small intestine environment, and be degraded by xylanases, the enzyme produced by anaerobic microflora in colon. Therefore, the aim of this research is to optimize the use of xylan as a biopolymer to deliver 5-ASA to colon in ester conjugates prodrug form. 5-ASA product is suggested to to have better efficacy as a local anti-inflammatory drug in colonic compartment by preventing the absorption in stomach and small intestine. The formation of 5-ASA prodrug was carried out with two steps: formation of 5-formylaminosalicylic acid (5-FASA) to protect the amine group using formic acid; further, the esterification between xylan and 5-fASA. At the later, activation of carbocilic acid groups on 5-ASA was done by using 1,1?-Carbonyldiimidazole (CDI) solution in dimethyl sulfoxide (DMSO). The reaction was catalyzed with triethylamine. Then, the product was characterized using FTIR, UV- Vis spectophotometry, Thin Layer Chromatography (TLC), melting point analysis, High Performance Liquid Chromatography (HPLC), in vitro release test in simulated condition of gastro intestinal tract (GIT). The analytical evaluation on intermediate and final products confirmed the successful reaction. In in vitro release test showed that prodrug 5-ASA did not change to active form of 5-ASA when incubated in the simulation medium of upper part of GIT (less than 1%). While, in medium added rat colonic fluid 4% (w/w), 5-ASA was able to be released in approximately 70% after two hours. Based on the evaluation results, it concludes that 5-ASA prodrugs is successfully synthesized using isolated xylan from pineapple stem waste. Prodrug of 5-ASA shows specific release characteristics of 5-ASA in the colon, thus promising for targeting of 5-ASA to the colon.