Synthesis, antibacterial and antifungal activity of new 3-biphenyl-3H-Imidazo[1,2-a]azepin-1-ium bromides

  • Eur J Med Chem. 2020 Sep 1;201:112477. doi: 10.1016/j.ejmech.2020.112477.
Sergii Demchenko  1 ,  Roman Lesyk  2 ,  Johannes Zuegg  3 ,  Alysha G Elliott  3 ,  Yuliia Fedchenkova  4 ,  Zinaida Suvorova  1 ,  Anatolii Demchenko  5
Affiliations
  • 1. Institute of Pharmacology and Toxicology, Antona Tsedika 14, 03057, Kyiv, Ukraine.
  • 2. Department of Pharmaceutical, Organic and Bioorganic Chemistry, Danylo Halytsky Lviv National Medical University, Pekarska 69, 79010, Lviv-10, Ukraine; Department of Public Health, Dietetics and Lifestyle Disorders, Faculty of Medicine, University of Information Technology and Management in Rzeszow, Sucharskiego 2, 35-225, Rzeszow, Poland. Electronic address: [email protected].
  • 3. The Community for Open Antimicrobial Drug Discovery (CO-ADD), Centre for Superbug Solutions, Institute for Molecular Bioscience, The University of Queensland, Brisbane, 4072, Australia.
  • 4. Nizhyn Mykola Gogol State University, Grafska 2, Nizhyn, Ukraine.
  • 5. Institute of Pharmacology and Toxicology, Antona Tsedika 14, 03057, Kyiv, Ukraine; Nizhyn Mykola Gogol State University, Grafska 2, Nizhyn, Ukraine.
PMID: 32619924 DOI: 10.1016/j.ejmech.2020.112477
Abstract

Novel 1-aryl-3-biphenyl-4-yl-3-hydroxy-2,5,6,7,8,9-hexahydro-3H-imidazo[1,2-a]azepin-1-ium bromides and their 2,5-dehydrogenated analogues were designed and synthesized using a reaction of aryl-(4,5,6,7-tetrahydro-3H-azepin-2-yl)-amines with 1-biphenyl-4-yl-2-bromoethanone. Among the 16 novel compounds 5 derivatives displayed in vitro antimicrobial activity; while three of them showed promising activity against Staphylococcus aureus, Cryptococcus neoformans and Candida albicans.

Keywords
3-Biphenyl-3H-imidazo[1,2-a]azepin-1-ium bromides; Antibacterial activity; Antifungal activity; In vitro tests; Minimum inhibitory concentration.
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