Synthesis of cationic <i>N</i>-acylated thiazolidine for selective activity against Gram-positive bacteria and evaluation of <i>N</i>-acylation's role in membrane-disrupting activity.

ABSTRACT: The evolution of antimicrobial-resistant strains jeopardizes the existing clinical drugs and demands new therapeutic interventions. Herein, we report the synthesis of cationic thiazolidine bearing a quaternary pyridinium group, in which thiazolidine was N-acylated with fatty acid to establish a hydrophilic-lipophilic balance that disrupts bacterial membranes. The bacterial growth inhibition assays and hemolytic activity against human red blood cells indicate that the N-acylated cationic thiazolidine (QPyNATh) inhibits Gram-positive bacteria at lower minimum inhibitory concentrations (MIC) and is selective for bacteria over mammalian cells. N-Acylation modulates MIC, and it is found that the N-palmitoylated compound, QPyN16Th, had the lowest MIC (1.95 μM) against

SUBMITTER: Pious A 

PROVIDER: S-EPMC11537284 | biostudies-literature | 2025 Feb

REPOSITORIES: biostudies-literature