Journal
JOURNAL OF MOLECULAR STRUCTURE
Volume 1241, Issue -, Pages -Publisher
ELSEVIER
DOI: 10.1016/j.molstruc.2021.130520
Keywords
Pyrazole; Azo-Imine; Schiffbases; DNA protection; Cytotoxic activity; Antimicrobial activity; Molecular docking
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Funding
- Scientific Research Projects Council of Kastamonu University [KuBAP01/201817]
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New pyrazole Schiffbases containing azo groups were synthesized and characterized by various spectroscopic techniques. Compound 4 showed significant antimicrobial activity against Salmonella typhimurium, high protection activity on DNA, and cytotoxic activity on HeLa cancer cells. The anti-cancer properties of compounds 4 and 5 were also analyzed through molecular docking study, with compound 4 exhibiting promising results in vitro.
New pyrazole Schiffbases containing azo groups were synthesized using the condensation reaction between p-nitrobenzaldehyde and (E)-4-(phenyl)-1-H-pyrazole-3,5-diamine in the molar ratio of 1:2. Characterization of the compounds was performed by spectroscopic techniques, including IR, UV-Vis, H-1-NMR and C-13-NMR. Biological activity of the compounds was evaluated by analyzing DNA protection, antimicrobial and anticancer properties. Compound 4 was effective for Salmonella typhimurium with the MIC concentration of 62.5 mu g/mL. Moreover, this compound had the highest protection activity on DNA. Cytotoxic activity of compound 4 was determined on the HeLa cancer cell line with the IC50 concentration of 976.6 mu M. The anti-cancer characteristic of compounds 4 and 5 for HeLa cancer was theoretically analyzed by molecular docking study as well. Among the tested compounds, compound 4 possessed significant results due to its in vitro cytotoxic properties. Therefore, it may be considered as a potential bioactive agent for cancer treatment studies. In addition, further in vivo analysis can be performed to indicate its anticancer property. (C) 2021 Elsevier B.V. All rights reserved.
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