Design, synthesis and microbiological evaluation of ampicillin-tetramic acid hybrid antibiotics.

ABSTRACT: Exploiting iron-uptake pathways by conjugating β-lactam antibiotics with iron-chelators, such as catechol and hydroxamic acid is a proven strategy to overcome permeability-related resistance in Gram-negative bacteria. As naturally occurring iron-chelating tetramic acids have not been previously examined for this purpose, an exploratory series of novel ampicillin-tetramic acid hybrids that structurally resemble ureidopenicillins was designed and synthesized. The new analogs were evaluated for the ability to chelate iron and their MIC activities determined against a representative panel of clinically significant bacterial pathogens. The tetramic acid β-lactam hybrids demonstrated a high affinity to iron in the order of 10^-30 M³. The hybrids were less active against Gram

SUBMITTER: Cherian PT 

PROVIDER: S-EPMC5116011 | biostudies-literature | 2017 Jan

REPOSITORIES: biostudies-literature