Minimum Essential Structural Requirements for Lactam Antibiotic Action
Format of Original
Taylor & Francis
Free Radical Research Communications
A mechanism of action encompassing mono- and bicyclic β-lactams has been proposed previously, which stresses the importance of formation of an electron transfer (ET) entity (conjugated iminium) as a requirement for antibiotic activity, in association with enzyme inactivation. Additional evidence in support of this contention is now provided. Reduction potentials for several cephalosporins and pyrazolidinones, all of which contain an oximino functionality in the side chain, were observed in the range of - 0.6 to - 0.7 V. Comparison is made with related compounds lacking imine. Agents containing side chain hydrazone, oxamazins (mono β-lactams), and lactivicin are discussed based on the ET approach.
Kovacic, Peter; Ames, James R.; and Ryan, Michael D., "Minimum Essential Structural Requirements for Lactam Antibiotic Action" (1989). Chemistry Faculty Research and Publications. 495.