Studies on .BETA.-lactam antibiotics. III Synthesis and enzymatic stability of 3-acyloxymethyl-7.BETA.-((z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetamido)-3-cephem-4-carboxylic acids.

Abstract

3-Acyloxymethyl-7β-[(Z) -2-(2-amino-4-thiazolyl)-2-(methoxyimino) acetamido]-3-cephem-4-carboxylic acids (7) were synthesized. The stability of 7 to enzymatic hydrolysis and their antimicrobial activity were evaluated. 7 showed good antimicrobial activity gainst a wide range of microorganisms. Cephems (7b and 7c) with sterically more hindered acyl groups such as t-butyl and cyclohexyl were most resistant to enzymatic hydrolysis.