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Synthesis of novel acridine-sulfonamide hybrid compounds as acetylcholinesterase inhibitor for the treatment of alzheimer’s disease

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Abstract

In this study we report that amino acridine intermediates 7 and 8 were obtained from the reduction of nitro acridine derivatives 5 and 6 that were synthesized via the condensation of dimedone, p-nitrobenzaldehyde with various amine derivatives, respectively. Then acridine sulfonamide hybrid compounds (9–18) were synthesized by the reaction of amino acridine 7, 8 with sulfonyl chlorides. The new hybrid compounds were characterized by FT-IR, 1H-NMR, 13C-NMR, and HRMS analyzes. The evaluation of in vitro anticholinesterase action of the synthesized compounds against AChE showed that some of them are potent inhibitors. Among them, compound 17 showed the most potent activity against AChE with an IC50 of 0.14 µM.

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Authors and Affiliations

  1. Chemistry Department, Faculty of Arts and Science, Dumlupınar University, 43100, Kütahya, Turkey

    Ramazan Ulus, İbrahim Esirden & Burak Aday

  2. Biology Department, Faculty of Arts & Science, Pamukkale University, 20070, Denizli, Turkey

    Gurbet Çelik Turgut & Alaattin Şen

  3. Biochemistry Department, Faculty of Arts and Science, Dumlupınar University, 43100, Kütahya, Turkey

    Muharrem Kaya

Authors
  1. Ramazan Ulus
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  2. İbrahim Esirden
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  3. Burak Aday
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  4. Gurbet Çelik Turgut
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  5. Alaattin Şen
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  6. Muharrem Kaya
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Correspondence to Muharrem Kaya.

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Ulus, R., Esirden, İ., Aday, B. et al. Synthesis of novel acridine-sulfonamide hybrid compounds as acetylcholinesterase inhibitor for the treatment of alzheimer’s disease. Med Chem Res 27, 634–641 (2018). https://doi.org/10.1007/s00044-017-2088-2

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  • DOI: https://doi.org/10.1007/s00044-017-2088-2

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