Novel Adamantane Derivatives: Synthesis, Cytotoxicity and Antimicrobial Properties

Author:

Popiołek Łukasz1,Janas Wiktoria1,Hordyjewska Anna2,Biernasiuk Anna3ORCID

Affiliation:

1. Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Lublin, 4A Chodźki Street, 20-093 Lublin, Poland

2. Department of Medicinal Chemistry, Faculty of Medical Sciences, Medical University of Lublin, 4A Chodźki Street, 20-093 Lublin, Poland

3. Department of Pharmaceutical Microbiology, Faculty of Pharmacy, Medical University of Lublin, 1 Chodźki Street, 20-093 Lublin, Poland

Abstract

Seventeen adamantane derivatives were synthesized according to facile condensation reaction protocols. Spectral analysis (1H NMR and 13C NMR) was applied to confirm the chemical structure of the obtained substances. The synthesized compounds were tested for in vitro antimicrobial activity against a panel of Gram-positive and Gram-negative bacterial strains and towards fungi from Candida spp. Among them, four derivatives numbered 9, 14, 15 and 19 showed the highest antibacterial potential with MIC = 62.5–1000 µg/mL with respect to all Gram-positive bacteria. S. epidermidis ATCC 12228 was the most susceptible among the tested bacterial strains and C. albicans ATCC 10231 among fungi. Additionally, the cytotoxicity for three derivatives was measured with the use of the MTT test on A549, T47D, L929 and HeLa cell lines. Our cytotoxicity studies confirmed that the tested substances did not cause statistically significant changes in cell proliferation within the range of the tested doses.

Publisher

MDPI AG

Reference38 articles.

1. Adamantane derivatives—Variety of biological activities. A review of medications approved in Poland and potential drugs;Biul. Wydz. Farm. WUM,2012

2. Tromantadine inhibits a late step in herpes simplex virus type 1 replication and syncytium formation;Ickes;Antivir. Res.,1990

3. Design and synthesis of 1,2-annulated adamantane piperidines with anti-influenza virus activity;Zoidis;Bioorg. Med. Chem.,2009

4. Synthesis and anti-viral activity of azolo-adamantanes against influenza A virus;Zarubaev;Bioorg. Med. Chem.,2010

5. Synthesis and antiviral activity of adamantylpeptides against hepatitis C virus;Shibnev;Pharm. Chem. J.,2015

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