New aryl Schiff bases of thiadiazole derivative of ibuprofen as DNA binders and potential anti-cancer drug candidates.

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ID: 106451
2020
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Abstract
The work presented in this paper describes the synthesis of two new aryl Schiff bases [()--(4-(benzyloxy)-3-methoxybenzylidene)-5-(1-(4-isobutylphenyl)ethyl)-1,3,4-thiadiazol-2-amine] (ASB-1) and [()--(4-(benzyloxy)benzylidene)-5-(1-(4-isobutylphenyl)ethyl)-1,3,4-thiadiazol-2-amine] (ASB-2). These compounds were characterized by different analytical techniques and then studied for DNA binding. Binding studies were carried out at neutral pH (7.0) and at 37 °C by theoretical and experimental methods including DFT, molecular docking, spectroscopy (UV-visible, fluorescence), cyclic voltammetry (CV) and viscometry. Further investigations of these compounds were done on hepatocellular carcinoma; Huh-7 cancer cell line. Binding constant, free energy change and binding site size i.e., K, ΔG, and n were evaluated which indicated that both ASB-1 and ASB-2 bind significantly and spontaneously with the DNA. However, data revealed relatively greater binding of ASB-1 with DNA. Spectral and voltammetric results were found supportive of each other. Binding site sizes and viscosity measurements verified the mixed binding mode of interactions as observed in molecular docking analysis i.e., intercalation with groove binding. DNA binding studies were very well correlated with the in-vitro studies performed on Huh-7 cell line as well as normal HEK-293 cell lines. The compound ASB-1 not only showed greater binding affinity towards DNA but also showed greater anti-cancer potency with least IC value as compared to ASB-2.
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farooqi2020newjournal Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Farooqi, Shahid Iqbal;Arshad, Nasima;Channar, Pervaiz Ali;Perveen, Fouzia;Saeed, Aamer;Larik, Fayaz Ali;Javed, Aneela;Yamin, Maham;
Journal Journal of biomolecular structure & dynamics
Year 2020
DOI
10.1080/07391102.2020.1766569
URL
Keywords
dna binding binding parameters huh-7 cancer and hek 293 cell line studies multi-bioactive nuclei theoretical and experimental studies

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