Synthesis of N-Tetradecyl-1,10-phenathrolinium-Based New Salts for Biological Applications

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ID: 12186
2018
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Abstract
New organic salts were synthesized by quaternizing 1,10-phenanthroline using 1-bromotetradecane. The first step yielded an organic salt of formula [C26H37N2]Br. Anion exchange reaction using Li[(CF3SO2)2N] resulted in a more stable salt of formula [C26H37N2][(CF3SO2)2N]. The organic salts were investigated by spectrometry (1H, 13C, 19F NMR, X-ray photoelectron spectroscopy (XPS), UV-Vis, and matrix-assisted laser desorption/ionization mass spectroscopy (MALDI MS), CHNSBr elemental analysis, and thermal analysis (TGA and DSC). The thermal characterization showed the melting and decomposition points of [C26H37N2][(CF3SO2)2N] to be 48°C and 290°C, respectively, which indicates it is an ionic liquid with large liquidus range. The biological activities of the salts were investigated against two Gram-positive (Staphylococcus aureus and Streptococcus pyogenes) and two Gram-negative (Escherichia coli and Klebsiella pneumoniae) bacteria, and they are found to be active against all of them. They were compared with [Cu(1,10-phenanthroline)2Cl]Cl. They are found more active against the Gram-negative bacteria. The salts demonstrated minimum inhibitory concentration as low as 50 µg/L. These results suggest the synthesized salts can be considered as a better alternative to certain transition metal complex drugs. This minimizes the concern of introducing metal ions into the organism.
Reference Key
atakilt2018synthesisbioinorganic Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Abebe, Atakilt;Atlabachew, Minaleshewa;Liyew, Misganaw;Ferede, Elsabet;Abebe, Atakilt;Atlabachew, Minaleshewa;Liyew, Misganaw;Ferede, Elsabet;
Journal bioinorganic chemistry and applications
Year 2018
DOI
10.1155/2018/8097483
URL
https://www.hindawi.com/journals/bca/2018/8097483/abs/
Keywords Keywords not found

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