Synthesis and biological evaluation of an antibacterial azaborine retinoid isostere.

ABSTRACT: Our continued synthetic interest in this class of retinoids, CD437 and its analogs, against methicillin-resistant Staphylococcus aureus (MRSA) has brought us to explore further isosteric substitutions within the scaffold. Although our previous findings have shown promising activity against gram-positive pathogens, their therapeutic viability remained an issue. Specifically, through preliminary analysis, our best performing compound, analog 2, displayed low solubility within serum as well as high affinity for retinoid binding proteins with a concentration dependent relationship. To circumvent this issue, we proposed a class of analogs containing an azaborine substitution in place of the naphthalene moiety. Azaborines have a nitrogen-boron bond substituting a carbon-carbon double bond that a

SUBMITTER: Haney BA 

PROVIDER: S-EPMC7773174 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature