Get access

Synthesis and characterization of bile acid-based poly β amino esters for paclitaxel delivery

Authors

  • Jitendra J. Gangwal,

    1. Polymer Science and Engineering Unit, National Chemical Laboratory, Dr. Homi Bhabha road, Pune 411008, India
    Search for more papers by this author
  • Mohan G. Kulkarni

    Corresponding author
    1. Polymer Science and Engineering Unit, National Chemical Laboratory, Dr. Homi Bhabha road, Pune 411008, India
    • Polymer Science and Engineering Unit, National Chemical Laboratory, Dr. Homi Bhabha road, Pune 411008, India
    Search for more papers by this author

Abstract

New biodegradable poly β amino esters were synthesized by the polymerization of Deoxycholic acid (DOCA) in all the structural planes by 1, 4 addition of Trimethylene dipiperidine (TMDP) to diacrylates of Deoxycholyl glycol, Methyl deoxycholate and Trimethylolpropane deoxycholate esters. 1H-NMR, 13C-NMR and IR studies confirmed presence of amine and Deoxycholyl units in polymers. XRD and TGA studies indicated that all the polymers were amorphous and thermostable up to 300°C. DSC studies revealed glass transition temperature (Tg) in the range 70–80°C. All the polymers degraded very slowly in the buffers of pH 1.1, 7.4 and 10 because of the hydrophobic nature of Deoxycholate units. These polymers also exhibited pH sensitivity due to the incorporation of amines along with Deoxycholate units in the backbone. P-Nitroaniline (PNA) release followed anomalous release kinetics. Paclitaxel (PTX) loaded nanospheres prepared from these polymers were spherical and uniform in the size range 75–250 nm and 0.4–1μ depending upon the method of preparation. PTX loading was in the range 60–90%, while release (up to 20–60%) was sustained over a period of 100 h. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011

Ancillary