Thiosemicarbazone-Based Compounds: A Promising Scaffold for Developing Antibacterial, Antioxidant, and Anticancer Therapeutics
This paper presents the synthesis and characterization of new thiosemicarbazone derivatives with potential applications as antibacterial, antioxidant and anticancer agents. Six thiosemicarbazone derivatives (L–L5) were synthesized by reacting an appropriate thiosemicarbazide derivative with 2-pyridi...
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| Format: | Article |
| Language: | English |
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MDPI AG
2024-12-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/30/1/129 |
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| author | Agnieszka Czylkowska Monika Pitucha Anita Raducka Ewelina Fornal Edyta Kordialik-Bogacka Sylwia Ścieszka Marek Smoluch Franciszek Burdan Mateusz Jędrzejec Paweł Szymański |
| author_facet | Agnieszka Czylkowska Monika Pitucha Anita Raducka Ewelina Fornal Edyta Kordialik-Bogacka Sylwia Ścieszka Marek Smoluch Franciszek Burdan Mateusz Jędrzejec Paweł Szymański |
| author_sort | Agnieszka Czylkowska |
| collection | DOAJ |
| description | This paper presents the synthesis and characterization of new thiosemicarbazone derivatives with potential applications as antibacterial, antioxidant and anticancer agents. Six thiosemicarbazone derivatives (L–L5) were synthesized by reacting an appropriate thiosemicarbazide derivative with 2-pyridinecarboxaldehyde. The structures of the obtained compounds were confirmed using mass spectrometry, infrared spectroscopy, and NMR spectroscopy. Antibacterial activity was evaluated by using the microdilution method, determining the minimum inhibitory concentration (MIC) against a panel of Gram-positive and Gram-negative bacteria. Compound L1 showed the most potent antibacterial activity, especially against <i>Bacillus cereus</i> (MIC 10 mg/L). Molecular docking to topoisomerase II and transcriptional regulator PrfA suggests that the studied compounds can effectively bind to molecular targets recognized in anticancer and antibacterial therapies. An assessment of physicochemical properties (ADME) indicates favorable parameters of the compounds as potential drugs. Compounds L and L2 showed the highest antioxidant activity, surpassing the activity of the Trolox standard. Cytotoxicity against A549 lung cancer cells was evaluated by the MTT assay. Compound L4 exhibited the strongest inhibitory effect on cancer cell survival. The obtained results indicate that the synthesized thiosemicarbazide derivatives, especially L1, L2, and L4, are promising compounds with potential applications as antibacterial and anticancer drugs. |
| format | Article |
| id | doaj-art-397fd263e5b34cec9bbfb7275711bc2f |
| institution | Kabale University |
| issn | 1420-3049 |
| language | English |
| publishDate | 2024-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj-art-397fd263e5b34cec9bbfb7275711bc2f2025-01-10T13:18:57ZengMDPI AGMolecules1420-30492024-12-0130112910.3390/molecules30010129Thiosemicarbazone-Based Compounds: A Promising Scaffold for Developing Antibacterial, Antioxidant, and Anticancer TherapeuticsAgnieszka Czylkowska0Monika Pitucha1Anita Raducka2Ewelina Fornal3Edyta Kordialik-Bogacka4Sylwia Ścieszka5Marek Smoluch6Franciszek Burdan7Mateusz Jędrzejec8Paweł Szymański9Institute of General and Ecological Chemistry, Faculty of Chemistry, Lodz University of Technology, Żeromskiego 116, 90-924 Lodz, PolandIndependent Radiopharmacy Unit, Faculty of Pharmacy, Medical University of Lublin, Chodzki 4a, 20-093 Lublin, PolandInstitute of General and Ecological Chemistry, Faculty of Chemistry, Lodz University of Technology, Żeromskiego 116, 90-924 Lodz, PolandInstitute of General and Ecological Chemistry, Faculty of Chemistry, Lodz University of Technology, Żeromskiego 116, 90-924 Lodz, PolandInstitute of Fermentation Technology and Microbiology, Faculty of Biotechnology and Food Sciences, Lodz University of Technology, Wólczańska 171/173, 90-924 Lodz, PolandInstitute of Fermentation Technology and Microbiology, Faculty of Biotechnology and Food Sciences, Lodz University of Technology, Wólczańska 171/173, 90-924 Lodz, PolandFaculty of Materials Science and Ceramics, AGH University, Mickiewicza 30, 30-059 Krakow, PolandHuman Anatomy Department, Medical University of Lublin, Jaczewskiego 4, 20-090 Lublin, PolandDepartment of Pharmaceutical Chemistry, Drug Analyses and Radiopharmacy, Faculty of Pharmacy, Medical University of Lodz, 90-151 Lodz, PolandDepartment of Pharmaceutical Chemistry, Drug Analyses and Radiopharmacy, Faculty of Pharmacy, Medical University of Lodz, 90-151 Lodz, PolandThis paper presents the synthesis and characterization of new thiosemicarbazone derivatives with potential applications as antibacterial, antioxidant and anticancer agents. Six thiosemicarbazone derivatives (L–L5) were synthesized by reacting an appropriate thiosemicarbazide derivative with 2-pyridinecarboxaldehyde. The structures of the obtained compounds were confirmed using mass spectrometry, infrared spectroscopy, and NMR spectroscopy. Antibacterial activity was evaluated by using the microdilution method, determining the minimum inhibitory concentration (MIC) against a panel of Gram-positive and Gram-negative bacteria. Compound L1 showed the most potent antibacterial activity, especially against <i>Bacillus cereus</i> (MIC 10 mg/L). Molecular docking to topoisomerase II and transcriptional regulator PrfA suggests that the studied compounds can effectively bind to molecular targets recognized in anticancer and antibacterial therapies. An assessment of physicochemical properties (ADME) indicates favorable parameters of the compounds as potential drugs. Compounds L and L2 showed the highest antioxidant activity, surpassing the activity of the Trolox standard. Cytotoxicity against A549 lung cancer cells was evaluated by the MTT assay. Compound L4 exhibited the strongest inhibitory effect on cancer cell survival. The obtained results indicate that the synthesized thiosemicarbazide derivatives, especially L1, L2, and L4, are promising compounds with potential applications as antibacterial and anticancer drugs.https://www.mdpi.com/1420-3049/30/1/129thiosemicarbazoneantibacterial activityantioxidantanticancer therapeutics |
| spellingShingle | Agnieszka Czylkowska Monika Pitucha Anita Raducka Ewelina Fornal Edyta Kordialik-Bogacka Sylwia Ścieszka Marek Smoluch Franciszek Burdan Mateusz Jędrzejec Paweł Szymański Thiosemicarbazone-Based Compounds: A Promising Scaffold for Developing Antibacterial, Antioxidant, and Anticancer Therapeutics Molecules thiosemicarbazone antibacterial activity antioxidant anticancer therapeutics |
| title | Thiosemicarbazone-Based Compounds: A Promising Scaffold for Developing Antibacterial, Antioxidant, and Anticancer Therapeutics |
| title_full | Thiosemicarbazone-Based Compounds: A Promising Scaffold for Developing Antibacterial, Antioxidant, and Anticancer Therapeutics |
| title_fullStr | Thiosemicarbazone-Based Compounds: A Promising Scaffold for Developing Antibacterial, Antioxidant, and Anticancer Therapeutics |
| title_full_unstemmed | Thiosemicarbazone-Based Compounds: A Promising Scaffold for Developing Antibacterial, Antioxidant, and Anticancer Therapeutics |
| title_short | Thiosemicarbazone-Based Compounds: A Promising Scaffold for Developing Antibacterial, Antioxidant, and Anticancer Therapeutics |
| title_sort | thiosemicarbazone based compounds a promising scaffold for developing antibacterial antioxidant and anticancer therapeutics |
| topic | thiosemicarbazone antibacterial activity antioxidant anticancer therapeutics |
| url | https://www.mdpi.com/1420-3049/30/1/129 |
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