SYNTHESIS OF NOVEL SCHIFF BASE DERIVATIVES OF TACRINE AND INVESTIGATION OF THEIR ACETYLCHOLINESTERASE INHIBITION POTENCY


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Koyuncu E. (. , Yasar A., ARSLAN F., SARI N.

MACEDONIAN JOURNAL OF CHEMISTRY AND CHEMICAL ENGINEERING, vol.38, no.1, pp.75-84, 2019 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 38 Issue: 1
  • Publication Date: 2019
  • Doi Number: 10.20450/mjcce.2019.1561
  • Journal Name: MACEDONIAN JOURNAL OF CHEMISTRY AND CHEMICAL ENGINEERING
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.75-84
  • Keywords: inhibition, acetylcholinesterase, tacrine, Schiff base, inhibition type, CHOLINESTERASE-INHIBITORS, BIOLOGICAL EVALUATION, CARBONIC-ANHYDRASE, ALZHEIMERS-DISEASE, MOLECULAR DOCKING, ANTIOXIDANT, HYBRIDS, GORGE, BIOSENSOR, TORPEDO
  • Gazi University Affiliated: Yes

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, H-1-NMR, C-13-NMR, etc.). Then, inhibition effects on AChE by the synthesized compounds have been investigated by the spectrophotometric Ellman method. IC50, K-i, K-M and V-max 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).