Minimum Essential Structural Requirements for Lactam Antibiotic Action

Authors

Peter Kovacic, University of Wisconsin - MilwaukeeFollow
James R. Ames, University of Wisconsin - MilwaukeeFollow
Michael D. Ryan, Marquette UniversityFollow

Document Type

Article

Language

eng

Format of Original

8 p.

Publication Date

1989

Publisher

Taylor & Francis

Source Publication

Free Radical Research Communications

Source ISSN

8755-0199

Abstract

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.

Comments

Free Radical Research Communications, Vol. 7, No. 1 (1989): 19-26. DOI.

Recommended Citation

Kovacic, Peter; Ames, James R.; and Ryan, Michael D., "Minimum Essential Structural Requirements for Lactam Antibiotic Action" (1989). Chemistry Faculty Research and Publications. 495.
https://epublications.marquette.edu/chem_fac/495