Collect. Czech. Chem. Commun. 1998, 63, 245-251
https://doi.org/10.1135/cccc19980245

Dependence of in vitro Enzymic Hydrolysis of Alkyl(2-benzoyloxyethyl)dimethylammonium Bromides on the Alkyl Length

Eva Olaszováa, Ingrid Paulíkováa, Otto Heliaa, Emil Švajdlenkab, Ferdinand Devínskýb and Ivan Lackob

a Department of Cell and Molecular Biology of Drugs, Faculty of Pharmacy, Comenius University, 832 32 Bratislava, Slovak Republic
b Department of Chemical Theory of Drugs, Faculty of Pharmacy, Comenius University, 832 32 Bratislava, Slovak Republic

Abstract

Microsomal esterases were used in the study of the in vitro enzymic hydrolysis of the ester bond in alkyl(2-benzoyloxyethyl)dimethylammonium bromides. These compounds are potential "soft" disinfectants, easily biodegradable to nontoxic biologically inactive hydrolytic products, namely substituted choline and benzoic acid. Formation of the latter product was used to monitor the kinetics of the reaction. It has been found that the rate of enzymic hydrolysis is substantially influenced by different length of the alkyl chain on the ammonium nitrogen. At the same time, interspecies (rat-mouse) and interorgan (liver-kidney) variability has been observed.

Keywords: Quaternary ammonium salts; Soft drugs; Enzymic hydrolysis; Microsomal esterases.