Synthesis, chemical hydrolysis and biological evaluation of doxorubicin carbamate derivatives for targeting cancer cell

Abstract

Doxorubicin structure has been attached to (urea or thiourea) of 4-amino benzene sulfonamide via carbamate bond for minimizing doxorubicin side effects and reducing tumor resistance. The structures of compounds were characterized by melting point, ¹H-NMR spectra, ¹³C-NMR spectra and UV spectra. Chemical hydrolysis study of compound (IV) in different phosphate buffer (pH 5, 6.5 & 7.4) shows high stability at pH (7.4), and require more acidic condition to hydrolyze. In vitro cytotoxicity assay on MCF-7 has been studied, for compounds II & IV (IC₅₀= 9.57 µg/ml & IC₅₀= 10.28 µg/ml respectively) show significant cytotoxicity compared to free doxorubicin (IC₅₀= 11.14 µg/ml) this may be attributed to the action of conjugated molecule.