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Updated: Dec 1, 2025

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
Azirine-containing dipeptides and depsipeptides: synthesis, transformations and antibacterial activity
Nikolai V Rostovskii1, Alexander N Koronatov1, Pavel A Sakharov1
1Saint Petersburg State University, Institute of Chemistry, 7/9 Universitetskaya nab., Saint Petersburg, 199034, Russia. n.rostovskiy@spbu.ru.
Abstract:
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).
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