Spectroscopic and theoretical investigation of the potential anti-tumor and anti-microbial agent, 3-(1-((2-hydroxyphenyl)amino)ethylidene)chroman-2,4-dione.

Autor: Avdović EH; University of Kragujevac, Faculty of Science, Radoja Domanovića 12, 34000 Kragujevac, Serbia., Dimić DS; University of Belgrade, Faculty of Physical Chemistry, Studentski trg 12-16, 11000 Belgrade, Serbia., Dimitrić Marković JM; University of Belgrade, Faculty of Physical Chemistry, Studentski trg 12-16, 11000 Belgrade, Serbia., Vuković N; University of Kragujevac, Faculty of Science, Radoja Domanovića 12, 34000 Kragujevac, Serbia., Radulović MĐ; Department of Chemical-Technological Sciences, State University of Novi Pazar, Vuka Karadžića bb, 36300 Novi Pazar, Serbia., Živanović MN; University of Kragujevac, Faculty of Science, Radoja Domanovića 12, 34000 Kragujevac, Serbia; BioIRC, Bioengineering R&D Center, Prvoslava Stojanovića 6, 34000 Kragujevac, Serbia., Filipović ND; BioIRC, Bioengineering R&D Center, Prvoslava Stojanovića 6, 34000 Kragujevac, Serbia; University of Kragujevac, Faculty of Engineering, Sestre Janjic 6, 34000 Kragujevac, Serbia., Đorović JR; BioIRC, Bioengineering R&D Center, Prvoslava Stojanovića 6, 34000 Kragujevac, Serbia., Trifunović SR; University of Kragujevac, Faculty of Science, Radoja Domanovića 12, 34000 Kragujevac, Serbia., Marković ZS; BioIRC, Bioengineering R&D Center, Prvoslava Stojanovića 6, 34000 Kragujevac, Serbia; Department of Chemical-Technological Sciences, State University of Novi Pazar, Vuka Karadžića bb, 36300 Novi Pazar, Serbia. Electronic address: zmarkovic@np.ac.rs.
Jazyk: angličtina
Zdroj: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy [Spectrochim Acta A Mol Biomol Spectrosc] 2019 Jan 05; Vol. 206, pp. 421-429. Date of Electronic Publication: 2018 Aug 21.
DOI: 10.1016/j.saa.2018.08.034
Abstrakt: The coumarin-orthoaminophenol derivative was prepared under mild conditions. Based on crystallographic structure, IR and Raman, 1 H and 13 C NMR spectra the most applicable theoretical method was determined to be B3LYP-D3BJ. The stability and reactivity parameters were calculated, in the framework of NBO, QTAIM and Fukui functions, form the optimized structure. This reactivity was then probed in biological systems. The antimicrobial activity towards four bacteria and three fungi species was examined and activity was proven. In vitro cytotoxic effects, against human epithelial colorectal carcinoma HCT-116 and human healthy lung MRC-5 cell lines, of the investigated substance are also tested. Compound showed significant cytotoxic effects on HCT-116 cells, while on MRC-5 cells showed no cytotoxic effects. The effect of hydroxy group in ortho-position on the overall reactivity of molecule was examined through molecular docking with Glutathione-S-transferases.
(Copyright © 2018 Elsevier B.V. All rights reserved.)
Databáze: MEDLINE
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