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Issue 8, 2018
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Highly selective iodide sensing ability of an anthraquinone-derived Schiff base in semi-aqueous medium and its performance in antioxidation, anti-inflammation and HRBC membrane protection

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Abstract

In this study, a new iodide (I) ion selective chromogenic receptor (3) was developed by reacting 9,10-anthraquinone with 2,4-dinitrophenylhydrazine. The sensing ability of the receptor 3 was studied with different anions such as F, Cl, Br, I, HSO4 and H2PO4 through naked-eye detection and UV-Vis spectroscopy in pure THF and mixed THF : H2O (1 : 1, v/v) media. In semi-aqueous medium, the receptor 3 showed a strong absorption band at 420 nm due to the presence of donor and acceptor units that resulted in an intense ligand-to-ligand charge-transfer (LLCT). Upon the interaction with I, the receptor 3 showed a selective colour change from yellow to dark blue along with the formation of a new UV-Vis band at 615 nm. The absorption spectral studies indicate the formation of a complex between the receptor 3 and the I ion with an estimated association constant of 1.37 × 104 M−1. The binding interaction of the receptor 3 with I was examined by using 1H NMR, FTIR and density functional theory (DFT) calculations. The receptor 3 can detect I at the concentration as low as 2.7 μM without any interference from other tested anions. Additionally, the pharmacological significance of the receptor 3 was explored. The receptor exhibited COX-2 inhibition of 70.18%, antioxidant activity of 73.42% and HRBC membrane protection ability of 67%.

Graphical abstract: Highly selective iodide sensing ability of an anthraquinone-derived Schiff base in semi-aqueous medium and its performance in antioxidation, anti-inflammation and HRBC membrane protection

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Publication details

The article was received on 06 Oct 2017, accepted on 12 Feb 2018 and first published on 14 Mar 2018


Article type: Paper
DOI: 10.1039/C7NJ03824K
Citation: New J. Chem., 2018,42, 6175-6182
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    Highly selective iodide sensing ability of an anthraquinone-derived Schiff base in semi-aqueous medium and its performance in antioxidation, anti-inflammation and HRBC membrane protection

    V. Venkatesan, S. K. A. Kumar, S. Bothra and S. K. Sahoo, New J. Chem., 2018, 42, 6175
    DOI: 10.1039/C7NJ03824K

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