Biodegradable and temperature-responsive polyurethanes for adriamycin delivery

Int J Pharm. 2011 Jun 30;412(1-2):52-8. doi: 10.1016/j.ijpharm.2011.04.007. Epub 2011 Apr 12.

Abstract

To develop biodegradable polymers with temperature-sensitivity, a series of polyurethanes consisting of poly (ethylene glycol) (PEG) and L-lysine ester diisocyanate (LDI) were synthesized, and the structure and molecule weight of the polymers were examined by (1)H NMR, FT-IR, gel permeation chromatography (GPC). The solution properties of the copolymers were studied by turbidity measurement and size measurement. Polyurethanes could form nanoparticles by sonication in water. No temperature-sensitivity was observed with the polyurethane nanoparticles composed of PEG1000 and PEG1500. On the contrary, LDI-PEG600 exhibited a reversible temperature-responsive behavior in aqueous solution. The transition temperature (T(c)) of LDI-PEG600 with methyl ester of LDI was higher than that of LDI-PEG600 with butyl ester side chain. The polymers were then used to encapsulate adriamycin (ADR) by the dialyzing method from dimethylformamide solution against water. ADR could be successfully encapsulated into the polyurethane nanoparticles. The ratio of ADR release from polymeric nanoparticles increased sharply above the T(c), while the release was suppressed below the T(c).

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antibiotics, Antineoplastic / administration & dosage
  • Antibiotics, Antineoplastic / chemistry*
  • Calorimetry, Differential Scanning
  • Dialysis
  • Doxorubicin / administration & dosage
  • Doxorubicin / chemistry*
  • Drug Compounding*
  • Drug Delivery Systems*
  • Isocyanates / chemical synthesis
  • Isocyanates / chemistry
  • Lysine / analogs & derivatives
  • Lysine / chemical synthesis
  • Lysine / chemistry
  • Magnetic Resonance Spectroscopy
  • Microscopy, Electron, Scanning
  • Nanoparticles / chemistry*
  • Nanoparticles / ultrastructure
  • Nephelometry and Turbidimetry
  • Particle Size
  • Polyethylene Glycols / chemistry
  • Polyurethanes / chemical synthesis
  • Polyurethanes / chemistry*
  • Polyurethanes / metabolism
  • Solubility
  • Sonication
  • Spectroscopy, Fourier Transform Infrared
  • Temperature
  • Transition Temperature

Substances

  • Antibiotics, Antineoplastic
  • Isocyanates
  • Polyurethanes
  • lysine diisocyanate
  • Polyethylene Glycols
  • Doxorubicin
  • Lysine