S. Davaran et A. Entezami, SYNTHESIS AND HYDROLYSIS OF POLYURETHANES CONTAINING IBUPROFEN PENDENT GROUPS, Journal of bioactive and compatible polymers, 12(1), 1997, pp. 47-58
New biodegradable polyurethanes and polyetherurethanes having hydrolyt
ically labile ibuprofen groups as a therapeutic agent were prepared by
reacting 1,6-hexamethylenediisocyanate (HDI), ethylene glycol with ib
uprofen monoglyceride as a chain extender. The polyetherurethanes cont
aining ibuprofen pendent groups were prepared by reacting poly(ethylen
e glycol) with an excess of HDI to obtain a prepolymer which was react
ed with ibuprofen monoglyceride low molecular weight diol. The structu
re of the polymers was confirmed by FTIR and H-1 NMR spectroscopy. The
hydrolysis of the polymers was carried out in dialysis bags containin
g aqueous buffer solution (pH 8) at 37 degrees C. UV spectroscopy was
used to show that ibuprofen was released by hydrolysis of the ester bo
nd between the drug and polyurethane monoglyceride segments. The polyu
rethane-drug conjugates have longer duration of activity, due to slow
release of ibuprofen.