Academic Journal

Synthesis, biological profiling, and computational investigation of 1,2,4-triazole-5-thione-quinoline Schiff base hybrids.

Λεπτομέρειες βιβλιογραφικής εγγραφής
Τίτλος: Synthesis, biological profiling, and computational investigation of 1,2,4-triazole-5-thione-quinoline Schiff base hybrids.
Συγγραφείς: Gültekin E; Science-Technology Research and Application Center, Artvin Coruh University, Artvin, Turkiye., Doğan H; Scientific, Technical, Application and Research Center, Hitit University, Çorum, Turkiye., Atalay A; Department of Nutrition and Dietetics, Faculty of Health Science, Avrasya University, Trabzon, Turkiye., Canbolat Gültekin D; Medicinal-Aromatic Plants Application and Research Center, Artvin Coruh University, Artvin, Turkiye.; Department of Medical Biochemistry, Institute of Health Sciences, Karadeniz Technical University, Trabzon, Turkiye., Özkan Aİ; Medicinal-Aromatic Plants Application and Research Center, Artvin Coruh University, Artvin, Turkiye.
Πηγή: Future medicinal chemistry [Future Med Chem] 2026 Jul; Vol. 18 (14), pp. 1871-1886. Date of Electronic Publication: 2026 Jun 12.
Τύπος έκδοσης: Journal Article; Research Support, Non-U.S. Gov't
Γλώσσα: English
Στοιχεία περιοδικού: Publisher: Taylor & Francis Country of Publication: England NLM ID: 101511162 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1756-8927 (Electronic) Linking ISSN: 17568919 NLM ISO Abbreviation: Future Med Chem Subsets: MEDLINE
Imprint Name(s): Publication: 2024- : [Milton Park, Oxfordshire] : Taylor & Francis
Original Publication: London : Future Science, 2009-
Ιατρικοί όροι (MeSH): Triazoles*/chemistry , Triazoles*/pharmacology , Triazoles*/chemical synthesis , Urease*/antagonists & inhibitors , Urease*/metabolism , Antioxidants*/pharmacology , Antioxidants*/chemistry , Antioxidants*/chemical synthesis , Quinolines*/chemistry , Quinolines*/pharmacology , Anti-Bacterial Agents*/pharmacology , Anti-Bacterial Agents*/chemical synthesis , Anti-Bacterial Agents*/chemistry , Thiones*/chemistry , Thiones*/pharmacology , Thiones*/chemical synthesis , Enzyme Inhibitors*/pharmacology , Enzyme Inhibitors*/chemical synthesis , Enzyme Inhibitors*/chemistry , Antifungal Agents*/pharmacology , Antifungal Agents*/chemical synthesis , Antifungal Agents*/chemistry, Schiff Bases/chemistry ; Schiff Bases/pharmacology ; Schiff Bases/chemical synthesis ; Gram-Negative Bacteria/drug effects ; Gram-Positive Bacteria/drug effects ; Anti-Infective Agents/pharmacology ; Anti-Infective Agents/chemical synthesis ; Anti-Infective Agents/chemistry ; Biphenyl Compounds/antagonists & inhibitors ; Molecular Docking Simulation ; Microbial Sensitivity Tests ; Structure-Activity Relationship ; Density Functional Theory ; Molecular Structure
Περίληψη: Aims: To synthesize novel 1,2,4-triazole-5-thione-quinoline Schiff base hybrids and evaluate their urease inhibitory, antimicrobial, antioxidant, and computational properties.
Materials and Methods: Two series of compounds, 7(a-d) and 8(a-d), were synthesized and structurally characterized by Fourier Transform-Infrared (FT-IR), 1 H/13C Nuclear Magnetic Resonance (NMR), mass spectrometry, and elemental analysis. Urease inhibition was determined spectrophotometrically. Antimicrobial activity was assessed by disc diffusion and broth microdilution methods. Antioxidant activity was evaluated using ferric-reducing antioxidant power (FRAP) and 2,2-diphenyl-1-picrylhydrazyl (DPPH) assays. Density functional theory (DFT) and molecular docking studies were also performed.
Results and Conclusions: Compounds 7c and 8c showed the strongest urease inhibitory activity, each with an IC50 value of 1.37 mM. 8c displayed the best docking score (-7.6 kcal/mol), while 7c showed favorable binding affinity (-6.9 kcal/mol). Antimicrobial screening revealed selective activity mainly against Gram-positive bacteria and fungi, while Gram-negative bacteria were generally resistant. Compound 7d displayed the broadest antimicrobial profile, with minimum inhibition concentration (MIC) values of 39.06 µg/mL against Staphylococcus aureus and 19.53 µg/mL against Streptococcus pyogenes. In antioxidant assays, 7d and 8d showed the highest FRAP values, whereas 8c and 8a showed the strongest DPPH radical-scavenging activity. DFT results supported the observed structure-activity relationships.
Contributed Indexing: Keywords: Antimicrobial activity; DFT; antioxidant activity; molecular docking; quinoline; triazole-5-thione; urease inhibition
Substance Nomenclature: 0 (Schiff Bases)
0 (Triazoles)
EC 3.5.1.5 (Urease)
0 (Antioxidants)
0 (Quinolines)
288-88-0 (1,2,4-triazole)
0 (Anti-Bacterial Agents)
0 (Thiones)
0 (Enzyme Inhibitors)
0 (Antifungal Agents)
E66400VT9R (quinoline)
0 (Anti-Infective Agents)
0 (Biphenyl Compounds)
Entry Date(s): Date Created: 20260612 Date Completed: 20260703 Latest Revision: 20260706
Update Code: 20260707
DOI: 10.1080/17568919.2026.2684452
PMID: 42283163
Βάση Δεδομένων: MEDLINE