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Synthesis, characterization, and POM analysis of novel bioactive imidazolium-based ionic liquids

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Abstract

An efficient green ultrasound-assisted procedure for the preparation of five new functionalized 1-alkyl-3-butylimidazolium ionic liquids (ILs) 2–6 is described. Their structures were characterized by FT-IR, 1H NMR, and 13C NMR spectroscopy and mass spectrometry. The newly synthesized compounds were screened for their antimicrobial and anticancer activities. The former revealed that the ILs exhibited promising activity compared with standard drugs. Moreover, IL 4 was found to be a very promising antiproliferative agent against the human hepatocellular carcinoma (HEPG2), human breast adenocarcinoma (MCF7), and colon carcinoma (HCT116) cell lines and consistently produced low IC50 values.

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Acknowledgments

We gratefully acknowledge the financial support from Taibah University (Grant 636). Prof. T. Ben Hadda would like to thank the ACTELION; the Biopharmaceutical Company of Swiss, for the online molecular properties calculations.

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Authors and Affiliations

  1. Department of Chemistry, Taibah University, Al-Madina Al-Mounawara, 30002, Saudi Arabia

    Mouslim Messali, Mohamed R. Aouad, Adeeb A.-S. Ali & Nadjet Rezki

  2. Department of Chemistry, Faculty of Sciences, University of Sciences and Technology Mohamed Boudiaf, Laboratoire de Chimie & Electrochimie des Complexes Métalliques (LCECM) USTO-MB, BP 1505, Oran, El M’nouar, Algeria

    Mohamed R. Aouad & Nadjet Rezki

  3. Laboratoire de Chimie des Matériaux, Faculté des Sciences, Université Mohammed Premier, 60000, Oujda, Morocco

    Taibi Ben Hadda

  4. LCAE-URAC18, Faculté des Sciences, Université Mohammed Premier, B.P. 717, 60000, Oujda, Morocco

    Belkheir Hammouti

Authors
  1. Mouslim Messali
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  2. Mohamed R. Aouad
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  3. Adeeb A.-S. Ali
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  4. Nadjet Rezki
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  5. Taibi Ben Hadda
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Correspondence to Mouslim Messali.

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Messali, M., Aouad, M.R., Ali, A.AS. et al. Synthesis, characterization, and POM analysis of novel bioactive imidazolium-based ionic liquids. Med Chem Res 24, 1387–1395 (2015). https://doi.org/10.1007/s00044-014-1211-x

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  • DOI: https://doi.org/10.1007/s00044-014-1211-x

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