Synthesis of novel Schiff base derivatives of tacrine and investigation of their acetylcholinesterase inhibition potency

Authors

  • Elif Koyuncu Department of Chemistry, Faculty of Engineering and Natural Sciences, Istanbul Medeniyet University, Istanbul
  • Ahmet Yaşar Department of Chemistry, Faculty of Science, Gazi University, Ankara
  • Fatma Arslan Department of Chemistry, Faculty of Science, Gazi University, Ankara
  • Nurşen Sari Department of Chemistry, Faculty of Science, Gazi University, Ankara

DOI:

https://doi.org/10.20450/mjcce.2019.1561

Keywords:

Inhibition, acetylcholinesterase, tacrine, Schiff base, inhibition type

Abstract

Investigation of acetylcholinesterase (AChE) inhibition potency of some new Schiff base derivatives of tacrine (9-amino-1,2,3,4-tetrahydroacridine) was reported in this paper. Novel Schiff base derivatives of tacrine (3a–g) have been synthesized, and they have been characterized by several methods (FT-IR, 1H-NMR, 13C-NMR, etc.). Then, inhibition effects on AChE by the synthesized compounds have been investigated by the spectrophotometric Ellman method. IC50, Ki, KM and Vmax values and inhibition types have been determined. It was seen that all compounds had the property of a water-soluble reversible AChE inhibitor. Structure 3a was found to be the most potent inhibitor, with the IC50 value of 22.1 ± 1.11  nM (tacrine's IC50 value was calculated as 34.1 nM).

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Published

2019-05-30

How to Cite

Koyuncu, E., Yaşar, A., Arslan, F., & Sari, N. (2019). Synthesis of novel Schiff base derivatives of tacrine and investigation of their acetylcholinesterase inhibition potency. Macedonian Journal of Chemistry and Chemical Engineering, 38(1), 75–84. https://doi.org/10.20450/mjcce.2019.1561

Issue

Vol. 38 No. 1 (2019)

Section

Biochemistry

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