Second Generation Modifiers of Colistin Resistance Show Enhanced Activity and Lower Inherent Toxicity

Tetrahedron. 2016 Jun 23;72(25):3549-3553. doi: 10.1016/j.tet.2015.09.019.

Abstract

We recently reported a 2-aminoimidazole-based antibiotic adjuvant that reverses colistin resistance in two species of Gram-negative bacteria. Mechanistic studies in Acinetobacter baumannii demonstrated that this compound downregulated the PmrAB two-component system and abolished a lipid A modification that is required for colistin resistance. We now report the synthesis and evaluation of two separate libraries of substituted 2-aminoimidazole analogues based on this parent compound. From these libraries, a new small molecule was identified that lowers the minimum inhibitory concentration of colistin by up to 32-fold greater than the parent compound while also displaying less inherent bacterial effect, thereby minimizing the likelihood of resistance evolution.

Keywords: 2-aminoimidazole; Acinetobacter baumannii; Antibiotic adjuvant; ESKAPE pathogens; Pseudomonas aeruginosa; colistin.