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Antimicrobial activity of newly synthesized thienoquinolizidines derivatives: inspired by natural plant alkaloids

Petra Olejníková, Simon Thomay, Tomáš Pagáč, Zuzana Ježíková, Štefan Marchalín, and Peter Šafař

Slovak University of Technology, Bratislava, Slovak Republic

 

E-mail: petra.olejnikova@gmail.com

Abstract: The antimicrobial activity of 16 newly prepared quinolizidines derivatives using bacteria (Staphylococcus aureus, Staphylococcus epidermidis, Proteus sp., Escherichia coli) acid fast bacterium Mycobacterium smegmatis, yeasts (Candida albicans, Candida parapsilosis), and filamentous fungi (Fusarium culmorum, Microsporum gypseum, Aspergillus flavus, Botrytis cinerea, Alternaria alternata) was studied in this paper. The best antibacterial properties were demonstrated by derivatives 11Ba, trans10Bb and 11Bb, and the most sensitive microorganism was found to be the gram-positive bacterium S. epidermidis. The derivative 11Bb showed the best antifungal activity, while C. albicans was resistant to all tested derivatives, and C. parapsilosis was fully inhibited in the presence of the derivative 11Ba and 11Bb. Among the filamentous fungi, only the dermatophyte M. gypseum was partially inhibited. Biofilms represent the most prevalent type of microbial growth in nature and are crucial to the development of clinical infections. Newly synthesized derivatives were also added into the medium throughout the biofilm formation. We have observed a significant decrease of biofilm formation in the presence of quinolizidine derivatives, testifying to their significant antimicrobial activity. It seems that the relationship between antimicrobial activity and the structure is based on the alkaline character due to nitrogen, the saturated basic quinolizidine skeleton, and the position of sulfur in the molecule.

Keywords: Thienoquinolizidines derivatives; Antibacterial activity; Antifungal activity; Effect on microbial biofilm

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-017-0232-6

 

Chemical Papers 71 (12) 2375–2383 (2017)

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