Synthesis of Tetramic Acid Fragments Derived from Vancoresmycin Showing Inhibitory Effects Towards S. aureus.

Synthesis of Tetramic Acid Fragments Derived from Vancoresmycin Showing Inhibitory Effects Towards S. aureus. ChemMedChem. 2020 Jun 04;: Authors: Wingen LM, Rausch M, Schneider T, Menche D Abstract An efficient route to various vancoresmycin type tetramic acids has been developed. The modular route is based on an effective Fries type rearrangement to introduce various appending acetyl residues. The minimum inhibitory concentration (MIC) values of the new tetramic acids against S. aureus and E. coli were determined, revealing three of the new compounds to exhibit antimicrobial activity against S. aureus . These bioactive compounds were structurally most closely related to the authentic vancoresmycin building block. Additionally, the compounds induced a lial - lux bioreporter, which responds to cell wall stress induced by antibiotics that interfere with the lipid II biosynthesis cycle. These data suggest the tetramic acid moiety to be a part of vancoresmycin pharmocophore. PMID: 32497343 [PubMed - as supplied by publisher]
Source: ChemMedChem - Category: Chemistry Authors: Tags: ChemMedChem Source Type: research