NEW AMINOTHIAZOLYLGLYCYLCEPHALOSPORINS WITH A 1, 5-DIHYDROXY-4-PYRIDONE-2-CARBONYL GROUP

II. SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF MT0703 AND ITS DIASTEREOMERS

Abstract

A practical synthetic method for large scale production of MT0703, (6R, 1R)-l-[(RS)-2-(2-aminothiazol-4-yl)-2-(l, 5-dihydroxy-4-pyridone-2-carboxamido)acetamido]-3-[[l-(2-hydroxyethyl)pyridinium-4-yl]thiomethyl]ceph-3-em-4-carboxylate, was established. Its two diastereomers on configuration of the aminothiazolylglycyl moiety were synthesized using chemico-enzymatic method. The S-isomer of MT0703 was found to be more active against Gram-positive and Gram-negative bacteria including β-lactamase-producing strains than the R-isomer.