THE SULFONATED CHITOSAN DERIVATIVES: SYNTHESIS AND THEIR APPLICATION FOR CURCUMIN DELIVERY

• Main Author: Herayati
• Format: Theses
• Language: Indonesia
• Subjects: Kimia
• Online Access: https://digilib.itb.ac.id/gdl/view/38172
• Institution: Institut Teknologi Bandung

Curcumin, a hydrophobic compound, is an active compound that has many therapeutic activities. However, the util i zation of curcumin as a supplement is very limitf•d because of its low water solubility a nd poor chemical stability. It stimu lates the developing of severa l encapsulation methods for the curcumin in ord er to improve its water solubilit y and chemical stability. Chitosan, a po l ymeric compound which has high natural abunda nce, is one of the potential candida tes as a m atrix polymer for curcumin beca use of its biodegradable, biocompa tibl e and low tox icity characteristics. However, chitosa n has low solubilit y in water. So that, i>1 thi s research, two chitosan deriva tives; N-anisimine-0-sulfate-chitosan and N­ benzylsulfonate-chitosan, were prepared. Their chemical structures were confirmed by FTIR and NMR. The N-anisimine-0-sulfate-chitosan was synthesized for the first time in our laboratory. Particle analysis includin g particle size, morphology, and particle stability in solution have been fu lly a nal yzed using several techniqu es (DLS, SEM, and Fluoroscene spectrometer). The CMC of the N-anisimine-0-sulfate-chitosan and N-benzylsulfonate-chitosan which determined using pyrene as a hydrophobic probe in fluorescence spectroscopy was found to be 0.075 m g/mL a nd 0.03 mg/mL, respectively. The N-<tnisimine-0-sulfate-chitosan and N-benzylsu!fona te-chitosan were also proven to enca psulate the curcum in wi::h entrapment efficiency is 40- 57%. The particle size of the polymer decreased after encapsulation to a round I 00- 200 run. The release stud y shows t hat the N-anisimine-0-sulfate-chitosan a nd N­ benzylsulfonate-chitosan follow diffusion and erosion control release mechanism wi th cumulative release after 48 hours to be 95.3% and 90.3%, respectively. The cytotoxicity assay shows that N-an isim ine-0-sulfate-chitosan and N­ benzylsulfonate-chitosan are non-tox ic polymers. So, both of them are a very promising polymer in the curcumin delivery system.