Medicinal Chemistry Research

, Volume 27, Issue 2, pp 634–641 | Cite as

Synthesis of novel acridine-sulfonamide hybrid compounds as acetylcholinesterase inhibitor for the treatment of alzheimers disease

  • Ramazan Ulus
  • İbrahim Esirden
  • Burak Aday
  • Gurbet Çelik Turgut
  • Alaattin Şen
  • Muharrem Kaya
Original Research
  • 80 Downloads

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 (918) 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.

Keywords

Anticholinesterase activity Tacrine Acridine Sulfonamide 

Notes

Compliance with ethical standards

Conflict of interest

The authors declare that they have no competing interests.

Supplementary material

44_2017_2088_MOESM1_ESM.docx (3.4 mb)
Supplementary Information

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Copyright information

© Springer Science+Business Media, LLC 2017

Authors and Affiliations

  • Ramazan Ulus
    • 1
  • İbrahim Esirden
    • 1
  • Burak Aday
    • 1
  • Gurbet Çelik Turgut
    • 2
  • Alaattin Şen
    • 2
  • Muharrem Kaya
    • 3
  1. 1.Chemistry Department, Faculty of Arts and ScienceDumlupınar UniversityKütahyaTurkey
  2. 2.Biology Department, Faculty of Arts & SciencePamukkale UniversityDenizliTurkey
  3. 3.Biochemistry Department, Faculty of Arts and ScienceDumlupınar UniversityKütahyaTurkey

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