Studies on non-gelatinous & thermo-responsive chitosan with the N-isopropylacrylamide by RAFT methodology for control release of levofloxacin

Abstract

The non-gelatinous and thermo-responsive properties were introduced in chitosan by incorporating the chain of poly(N-isopropylacrylamide) via reversible addition-fragmentation chain transfer (RAFT) polymerization. To achieve this, the reaction was carried out at 80 °C by modifying the chitosan(CS) with RAFT agent as a macroinitiator (CS-RAFT), where the amine group of CS was protected with phthalic anhydride and then reacted with 4-cyano-4-[(dodecyl sulfanyl thiocarbonyl)sulfanyl]-pentanoic acid (CDSTSP) to form CS-RAFT agent. Further, the addition of NIPAAm chains onto CS-RAFT was carried out in N,N′-dimethylformamide (DMF) solvent by using 2,2′-azobisisobutyronitrile (AIBN) as an initiator in N2 atmosphere. The controlled addition of NIPAAm chains on to CS was confirmed by 1H NMR spectroscopy, further, a kinetic study was performed to get the characteristic features of the RAFT reaction. The product was characterized by 1H NMR, FT-IR, UV–Visible spectroscopy, XRD, SEM, and TGA analyses. The product in aqueous solution showed LCST at 2.0 mg/mL on 33 ± 0.1 °C. Further, beads were prepared with the sodium alginate and loaded the water-soluble levofloxacin drug (60% w/w loading was achieved). The drug delivery process was studied in-vitro at 37 ± 0.1 °C & pH 7.4, which shown controlled release of drug up to 32 h and it was 71% of the loaded levofloxacin. © 2020 Elsevier B.V.