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Inclusion complexes of water-soluble calix[n]arenes with quercetin: preparation, characterization, water solubility, and antioxidant features

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Abstract

This study focuses on the construction of two new inclusion complexes of quercetin with p-sulfonatocalix[4]arene-tetracarboxylic acid and/or p-sulfonatocalix[8]arene-octacarboxylic acid, so that the drug gets soluble in an aqueous media. The structures of the inclusion complexes have been analyzed through FT-IR, NMR and UV–Vis spectroscopy. Evidences indicate that the π–π interaction and hydrogen bonding involve in the inclusion complexes of water-soluble calixarenes (Clx4 and Clx8) with quercetin. The associating constants and stoichiometry of the inclusion complexes constructed between p-sulfonatocalix[n]arene-carboxylic acids (Clx4 and Clx8) and quercetin have been also estimated. In addition, the antioxidant behaviors of the inclusion complexes have been investigated.

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Acknowledgements

We would like to thank the Scientific and Technological Research Council of Turkey (TUBITAK-Grant Number 119Z131), and the Research Foundation of Selcuk University for financial support of this work.

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Authors and Affiliations

  1. Department of Biochemistry, Selcuk University, 42075, Konya, Turkey

    Elif Ozyilmaz & Sebahat Ascioglu

  2. Department of Biotechnology, Faculty of Science, Selcuk University, 42075, Konya, Turkey

    Pembegul Uyar Arpaci & Emine Gok

  3. Department of Environmental Engineering, Faculty of Engineering, Giresun University, 28200, Giresun, Turkey

    Serkan Sayin

  4. Department of Chemistry, Selcuk University, 42075, Konya, Turkey

    Ayse Yildirim

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  1. Elif Ozyilmaz
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  2. Pembegul Uyar Arpaci
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  5. Sebahat Ascioglu
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Correspondence to Elif Ozyilmaz.

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Ozyilmaz, E., Arpaci, P.U., Sayin, S. et al. Inclusion complexes of water-soluble calix[n]arenes with quercetin: preparation, characterization, water solubility, and antioxidant features. Monatsh Chem 153, 201–209 (2022). https://doi.org/10.1007/s00706-021-02885-6

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  • DOI: https://doi.org/10.1007/s00706-021-02885-6

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