Synthesis, characterization and drug release of biocompatible/biodegradable non-toxic poly(urethane urea)s based on poly(epsilon-caprolactone)s and lysine-based diisocyanate.
Segmented poly(urethane urea)s (SPUUs) based on aliphatic diisocyanato (2,6-diisocyanato methyl caproate (lysine-based diisocyanate, LDI)), poly(epsilon-caprolactone diol)s (PCLs) with molecular weights 530, 1250 and 2000, and 1,4-butanediamine were synthesized in absence of catalyst. The resulting SPUUs, with different soft segment length, were characterized by suitable analytical techniques. The synthesized SPUUs had high molecular weights, low glass-transition temperatures (<or=-15 degrees C) and high elongation-at-break. The degradation of SPUUs in alkaline solution and in vitro drug release of sulfamethoxazole in pH 7.4 buffer were investigated. In addition, the degradation behavior of PCL1250-based SPUU was investigated by exposing to a buffer solution and biochemical oxygen demand (BOD) tests in an activated sludge. The drug release data was analyzed by an empirical equation ((M(t)/M(infinity))=kt(n)). Finally, NIH3T3 fibroblasts have been used for cell-adhesion studies on these materials to investigate the biocompatibility. The synthesized SPUUs combine physical and bioresponsive and biodegradable properties that might be employed in wound dressing, drug delivery and tissue-engineering applications.
Institute for Materials Chemistry and Engineering, Kyushu University, Nishi-ku, Fukuoka 812-0395, Japan.
Thatiparti Thimma
TT
Reddy
Arihiro
A
Kano
Atsushi
A
Maruyama
Atsushi
A
Takahara
D000818:Animals; D001672:Biocompatible Materials / Q000009:adverse effects* / Q000138:chemical synthesis* / Q000737:chemistry; D001696:Biomechanical Phenomena; D002448:Cell Adhesion / Q000187:drug effects*; D017953:Isocyanates / Q000737:chemistry*; D008239:Lysine / Q000031:analogs & derivatives* / Q000737:chemistry; D051379:Mice; D041681:NIH 3T3 Cells; D011091:Polyesters / Q000737:chemistry*
D001672:Biocompatible Materials; D017953:Isocyanates; D011091:Polyesters; C511489:lysine diisocyanate; C497893:poly(ester urethane)urea; C016240:polycaprolactone; D008239:Lysine