1. Antioxidant activity of novel imidazo[2,1-b]thiazole derivatives: Design, synthesis, biological evaluation, molecular docking study and in silico ADME prediction.
- Author
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Dincel ED, Gürsoy E, Yilmaz-Ozden T, and Ulusoy-Güzeldemirci N
- Subjects
- Catalytic Domain, Drug Design, Enzyme Inhibitors chemical synthesis, Enzyme Inhibitors metabolism, Enzyme Inhibitors pharmacokinetics, Enzyme Inhibitors pharmacology, Free Radical Scavengers chemical synthesis, Free Radical Scavengers metabolism, Free Radical Scavengers pharmacokinetics, Humans, Hydrazones chemical synthesis, Hydrazones metabolism, Hydrazones pharmacokinetics, Hydrazones pharmacology, Imidazoles chemical synthesis, Imidazoles metabolism, Imidazoles pharmacokinetics, Lipid Peroxidation drug effects, Molecular Docking Simulation, Molecular Structure, Peroxiredoxins antagonists & inhibitors, Peroxiredoxins chemistry, Peroxiredoxins metabolism, Protein Binding, Structure-Activity Relationship, Thiazoles chemical synthesis, Thiazoles metabolism, Thiazoles pharmacokinetics, Free Radical Scavengers pharmacology, Imidazoles pharmacology, Thiazoles pharmacology
- Abstract
A series of novel oxo-hydrazone and spirocondensed-thiazolidine derivatives of imidazo[2,1-b]thiazole were synthesized and evaluated for their antioxidant activity. The antioxidant activity of 18 newly synthesized compounds and 12 previously reported compounds bearing similar scaffold, were evaluated by three different methods: inhibition of FeCl
3 /ascorbate system-induced lipid peroxidation of lecithin liposome (anti-LPO), scavenging activity against ABTS radical and Ferric Reducing Antioxidant Power (FRAP) activity. 4h, 5h, and 6h displayed the highest anti-LPO and ABTS radical removal activity. Also, in FRAP analysis, 4i and 4a displayed the best activity. In addition to the in vitro analysis, docking studies targeting the active site of Human peroxiredoxin 5 (PDB ID: 1HD2) were employed to explore the possible interactions of these compounds with the receptor. Structure-activity relationships, as well as virtual ADME studies, were carried out and a relationship between biological, electronic, and physicochemical qualifications of the target compounds was determined., Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper. Financial & competing interests disclosure The authors have no relevant affiliations or financial involvement with any organization or entity with a financial interest in or financial conflict with the subject matter or materials discusses in the manuscript. This includes employment, consultancies, honoraria, stock ownership or options, expert testimony, grants or patents received or pending, or royalties. No writing assistance was utilized in the production of this manuscript., (Copyright © 2020 Elsevier Inc. All rights reserved.)- Published
- 2020
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