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The synthesis and antibacterial activity of 7 beta-[D-2-(aryl)-2-[(4-ethyl-2,3-dioxopiperazin-1-yl) carbonylamino] acetamido]-7 alpha-formamidocephalosporins with various substituents at the C-3 position of the cephalosporin nucleus is described. Inhibition of Gram-positive and Gram-negative bacteria including beta-lactamase producing strains was observed with phenyl as the aryl residue. The 3,4-dihydroxyphenyl group further enhanced the activity against Gram-negative organisms; in this series, the 3-[(1-methyl-1H-tetrazol-5-yl)thiomethyl] and 3-[(1-carboxymethyl-1H-tetrazol-5-yl)thiomethyl] analogues (2 and 12b) exhibited exceptional activity against Gram-negative bacteria, including Pseudomonas aeruginosa.

journal of antibiotics

Studies on semi-synthetic 7.ALPHA.-formamidocephalosporins. III. Synthesis and antibacterial activity of some 7.BETA.-(D-2-(aryl)-2-((4-ethyl-2,3-dioxopiperazin-1-yl)-carbonylamino)acetamido)-7.ALPHA.-formamido-ceph-3-em-4-carboxylate derivatives.