Synthesis, hydrolysis kinetics and physicochemical properties of ester prodrugs of bucetin

ABSTRACT

Three amino acid esters and two alkyl esters of bucetin have been synthesized. The prepared esters possess different properties including aqueous solubility and lipophilicity. The non-enzymatic hydrolysis was studied in buffers of constant ionic strength at different pH values for the different compounds. The enzymatic hydrolysis in fresh rabbit plasma was studied for the two most promising compounds. Bucetin-4-morpholinoacetate and bucetin acetate revealed a reasonable hydrolysis pattern in plasma and could be considered the prodrugs of choice of bucetin in this study