Treffer: Exploring New Thiosemicarbazide Derivatives Bearing Imidazolidine Ring as Potential Antimicrobial Agents: Design, Synthesis, and Molecular Dynamics Studies.
Title:
Exploring New Thiosemicarbazide Derivatives Bearing Imidazolidine Ring as Potential Antimicrobial Agents: Design, Synthesis, and Molecular Dynamics Studies.
Authors:
Başoğlu F; Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Near East University, Mersin, Türkiye.; DESAM Institute, Near East University, Mersin, Türkiye., Ataman M; Department of Pharmaceutical Microbiology, Faculty of Pharmacy, İstanbul Aydin University, İstanbul, Türkiye., Tok F; Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Marmara University, İstanbul, Türkiye., Çelik BÖ; Department of Pharmaceutical Microbiology, Faculty of Pharmacy, İstanbul University, İstanbul, Türkiye., Ece A; Department of Medical Biochemistry, Faculty of Medicine, Biruni University, İstanbul, Türkiye.
Source:
Chemistry & biodiversity [Chem Biodivers] 2026 Jan; Vol. 23 (1), pp. e03059.
Publication Type:
Journal Article
Language:
English
Journal Info:
Publisher: Verlag Helvetica Chimica Acta Country of Publication: Switzerland NLM ID: 101197449 Publication Model: Print Cited Medium: Internet ISSN: 1612-1880 (Electronic) Linking ISSN: 16121872 NLM ISO Abbreviation: Chem Biodivers Subsets: MEDLINE
Imprint Name(s):
Original Publication: Zürich, Switzerland : Hoboken, NJ : Verlag Helvetica Chimica Acta ; Distributed in the USA by Wiley, c2004-
MeSH Terms:
Semicarbazides*/chemistry , Semicarbazides*/pharmacology , Semicarbazides*/chemical synthesis , Anti-Bacterial Agents*/pharmacology , Anti-Bacterial Agents*/chemical synthesis , Anti-Bacterial Agents*/chemistry , Antifungal Agents*/pharmacology , Antifungal Agents*/chemical synthesis , Antifungal Agents*/chemistry , Imidazolidines*/chemistry , Imidazolidines*/pharmacology , Molecular Dynamics Simulation* , Drug Design*, Fungi/drug effects ; Bacteria/drug effects ; Microbial Sensitivity Tests ; Structure-Activity Relationship ; Molecular Structure ; Molecular Docking Simulation ; Dose-Response Relationship, Drug
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E. Başaran, Y. Sıcak, H. G. Sogukomerogullari, et al., “Synthesis of Novel Chiral Metal Complexes Derived From Chiral Thiosemicarbazide Ligands as Potential Antioxidant Agents,” Chirality 31 (2019): 434–444.
F. Başoğlu‐Ünal, E. Becer, H. K. Ensarioğlu, N. Ulusoy‐Güzeldemirci, E. D. Kuran, and H. S. Vatansever, “A Newly Synthesized Thiosemicarbazide Derivative Trigger Apoptosis Rather Than Necroptosis on HEPG2 Cell Line,” Chemical Biology and Drug Design 103 (2024): e14355.
V. L. Jahagirdar, M. S. Davane, S. C. Aradye, and B. S. Nagoba, “Candida Species as Potential Nosocomial Pathogens—A Review,” Electronic Journal of General Medicine 15 (2018): em05.
S. Silva, M. Negri, M. Henriques, R. Oliveira, D. W. Williams, and J. Azeredo, “Candida glabrata, Candida parapsilosis and Candida tropicalis: Biology, Epidemiology, Pathogenicity and Antifungal Resistance,” FEMS Microbiology Review 36 (2012): 288–305.
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Contributed Indexing:
Keywords: MD simulation; antimicrobial; exo‐β‐(1,3)‐glucanase; thiosemicarbazide
Substance Nomenclature:
0 (Semicarbazides)
6056O8W6ET (thiosemicarbazide)
0 (Anti-Bacterial Agents)
0 (Antifungal Agents)
0 (Imidazolidines)
6056O8W6ET (thiosemicarbazide)
0 (Anti-Bacterial Agents)
0 (Antifungal Agents)
0 (Imidazolidines)
Entry Date(s):
Date Created: 20260108 Date Completed: 20260108 Latest Revision: 20260108
Update Code:
20260130
DOI:
10.1002/cbdv.202503059
PMID:
41504179
Database:
MEDLINE
Weitere Informationen
Extracellular exo-β-(1,3)-glucanase is among the cell-wall enzymes that play important roles in cell-wall synthesis. Many antimicrobial agents act by targeting those specific enzymes to inhibit bacterial or fungal cell wall formation. In this context, we aimed to synthesize a novel series of N-substituted-2-[3-(methylsulfonyl)-2-oxoimidazolidine-1-carbonyl]hydrazine-1-carbothioamide derivatives (1-16). The structures of the synthesized compounds (1-16) were elucidated by using spectroscopic methods such as IR, <sup>1</sup>H NMR, <sup>13</sup>C NMR, <sup>13</sup>C APT NMR, and 2D NMR, as well as elemental analysis data. All thiosemicarbazide compounds (1-16) were screened for antimicrobial activity against seven bacteria (Staphylococcus aureus, MRSA, Staphylococcus epidermidis, Escherichia coli, Klebsiella pneumoniae, Pseudomonas aeruginosa, and Enterococcus faecalis) and three fungi (Candida albicans, Candida tropicalis, and Candida parapsilosis) strains. Among the compounds, 3 and 14 demonstrated the highest antibacterial activities against S. aureus with the MIC values in the range of 156.24-312.5 µg/mL. On the other hand, compound 9 showed the strongest antifungal activity in the series against all three fungi strains, with the MIC values in the range of 39.06-312.5 µg/mL. Furthermore, compound 9 was found to successfully bind to exo-β-(1,3)-glucanase using molecular docking and dynamics simulations run for 500 ns. The physicochemical, pharmacokinetic, and ADMET properties of compounds were also investigated and analyzed by in silico programs.
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