Azirine-containing dipeptides and depsipeptides with a wide range of substituents have been synthesized in high yields via the Passerini and Ugi multicomponent reactions (MCRs) using 2H-azirine-2-carboxylic acids as the acid component. The obtained MCR adducts have been transformed to lactam-fused aziridines,
as well as pyrrole, imidazole, aziridine, and other derivatives, containing the dipeptide or depsipeptide moiety. The azirine-containing depsipeptides exhibit antibacterial activity against the ESKAPE pathogens, especially Gram-positive bacterial strains (E. faecium – MIC 16 μg mL−1, S. aureus – MIC 9 μg mL−1).
Original languageEnglish
Pages (from-to)9448-9460
Number of pages13
JournalOrganic and Biomolecular Chemistry
Volume18
Issue number46
Early online date5 Nov 2020
DOIs
StatePublished - 14 Dec 2020

    Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

ID: 70818631