Antibacterial Activity of Fluorobenzoylthiosemicarbazides and Their Cyclic Analogues with 1,2,4-Triazole Scaffold

Kosikowska, Urszula; Wujec, Monika; Trotsko, Nazar; Płonka, Wojciech; Paneth, Piotr; Paneth, Agata

doi:10.3390/molecules26010170

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Antibacterial Activity of Fluorobenzoylthiosemicarbazides and Their Cyclic Analogues with 1,2,4-Triazole Scaffold

¹,

⁴

and

Agata Paneth

^2,*

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

Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Lublin, Chodźki 4a, 20-093 Lublin, Poland

FQS-Fujitsu Poland, Parkowa 11, 33-332 Kraków, Poland

⁴

Institute of Applied Radiation Chemistry, Faculty of Chemistry, Lodz University of Technology, Żeromskiego 116, 90-924 Lodz, Poland

Author to whom correspondence should be addressed.

Molecules 2021, 26(1), 170; https://doi.org/10.3390/molecules26010170

Received: 2 November 2020 / Revised: 18 December 2020 / Accepted: 28 December 2020 / Published: 31 December 2020

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Abstract

The development of drug-resistant bacteria is currently one of the major challenges in medicine. Therefore, the discovery of novel lead structures for the design of antibacterial drugs is urgently needed. In this structure–activity relationship study, a library of ortho-, meta-, and para-fluorobenzoylthiosemicarbazides, and their cyclic analogues with 1,2,4-triazole scaffold, was created and tested for antibacterial activity against Gram-positive bacteria strains. While all tested 1,2,4-triazoles were devoid of potent activity, the antibacterial response of the thiosemicarbazides was highly dependent on substitution pattern at the N4 aryl position. The optimum activity for these compounds was found for trifluoromethyl derivatives such as 15a, 15b, and 16b, which were active against both the reference strains panel, and pathogenic methicillin-sensitive and methicillin-resistant Staphylococcus aureus clinical isolates at minimal inhibitory concentrations (MICs) ranging from 7.82 to 31.25 μg/mL. Based on the binding affinities obtained from docking, the conclusion can be reached that fluorobenzoylthiosemicarbazides can be considered as potential allosteric d-alanyl-d-alanine ligase inhibitors. View Full-Text

Keywords: thiosemicarbazides; 1,2,4-triazoles; antibacterial activity; S. aureus clinical isolates; SAR/QSAR analysis

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MDPI and ACS Style

Kosikowska, U.; Wujec, M.; Trotsko, N.; Płonka, W.; Paneth, P.; Paneth, A. Antibacterial Activity of Fluorobenzoylthiosemicarbazides and Their Cyclic Analogues with 1,2,4-Triazole Scaffold. Molecules 2021, 26, 170. https://doi.org/10.3390/molecules26010170

AMA Style

Kosikowska U, Wujec M, Trotsko N, Płonka W, Paneth P, Paneth A. Antibacterial Activity of Fluorobenzoylthiosemicarbazides and Their Cyclic Analogues with 1,2,4-Triazole Scaffold. Molecules. 2021; 26(1):170. https://doi.org/10.3390/molecules26010170

Chicago/Turabian Style

Kosikowska, Urszula, Monika Wujec, Nazar Trotsko, Wojciech Płonka, Piotr Paneth, and Agata Paneth. 2021. "Antibacterial Activity of Fluorobenzoylthiosemicarbazides and Their Cyclic Analogues with 1,2,4-Triazole Scaffold" Molecules 26, no. 1: 170. https://doi.org/10.3390/molecules26010170

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Antibacterial Activity of Fluorobenzoylthiosemicarbazides and Their Cyclic Analogues with 1,2,4-Triazole Scaffold

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