Silyl-Lipid Functionalized N-Acyl Homoserine Lactones as Modulators of Bacterial Cell-Cell Communication.

ABSTRACT: We report silyl-lipid derivatives of N-acyl l-homoserine lactones (AHLs) that have nanomolar activities in LuxR-type quorum sensing receptors in Gram-negative bacterial pathogens. A collection of silyl-lipid AHLs were designed and synthesized to represent three general structural classes based on native AHL signals and synthetic LuxR-type receptor modulators. The synthetic routes feature straightforward hydrosilylation and aryl silylation reactions to access silyl-lipid groups that are not readily accessible in analogous all-carbon chemistry. Of the 17 compounds evaluated, eight silyl-lipid AHLs were identified with either nanomolar agonistic or submicromolar antagonistic activities in the LasR receptor from the common pathogen Pseudomonas aeruginosa using E. coli repo

SUBMITTER: Dolph LS 

PROVIDER: S-EPMC11851432 | biostudies-literature | 2025 Feb

REPOSITORIES: biostudies-literature