2. Academic Validation
  3. Synthesis of nitrogen, phosphorus, selenium and sulfur-containing heterocyclic compounds - Determination of their carbonic anhydrase, acetylcholinesterase, butyrylcholinesterase and α-glycosidase inhibition properties

Synthesis of nitrogen, phosphorus, selenium and sulfur-containing heterocyclic compounds - Determination of their carbonic anhydrase, acetylcholinesterase, butyrylcholinesterase and α-glycosidase inhibition properties

  • Bioorg Chem. 2020 Oct;103:104171. doi: 10.1016/j.bioorg.2020.104171.
İlhami Gülçin 1,  Boris Trofimov 2,  Ruya Kaya 3,  Parham Taslimi 4,  Lyubov Sobenina 2,  Elena Schmidt 2,  Olga Petrova 2,  Svetlana Malysheva 2,  Nina Gusarova 2,  Vagif Farzaliyev 5,  Afsun Sujayev 5,  Saleh Alwasel 6,  Claudiu T Supuran 7
Affiliations

Affiliations

  • 1 Atatürk University, Faculty of Sciences, Department of Chemistry, 25240 Erzurum, Turkey. Electronic address: [email protected].
  • 2 Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russia.
  • 3 Atatürk University, Faculty of Sciences, Department of Chemistry, 25240 Erzurum, Turkey; Central Research and Application Laboratory, Agri Ibrahim Cecen University, 04100 Agri, Turkey.
  • 4 Department of Biotechnology, Faculty of Science, Bartin University, 74100 Bartin, Turkey.
  • 5 Institute of Chemistry of Additives, Azerbaijan National Academy of Sciences, 1029 Baku, Azerbaijan.
  • 6 Department of Zoology, College of Science, King Saud University, Riyadh, Saudi Arabia.
  • 7 Dipartimento di Chimica Ugo Schiff, Universita degli Studi di Firenze, Sesto Fiorentino, Firenze, Italy; Neurofarba Department and Laboratorio di Chimica Bioinorganica Universita' degli Studi di Firenze, Sesto Fiorentino, Italy.
PMID: 32891857 DOI: 10.1016/j.bioorg.2020.104171
Abstract

Sulfur-containing pyrroles (1-3), tris(2-pyridyl)phosphine(selenide) sulfide (4-5) and 4-benzyl-6-(thiophen-2-yl)pyrimidin-2-amine (6) were synthesized and characterized by elemental analysis, IR and NMR spectra. In this study, the synthesized compounds of nitrogen, phosphorus, selenium and sulfur-containing heterocyclic compounds (1-6) were evaluated against the human erythrocyte Carbonic Anhydrase I, and II isoenzymes, acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and α-glycosidase enzymes. The synthesized heterocyclic compounds showed IC50 values in range of 33.32-60.79 nM against hCA I, and 37.05-66.64 nM against hCA II closely associated with various physiological and pathological processes. On the other hand, IC50 values were found in range of 13.13-22.21 nM against AChE, 0.54-31.22 nM against BChE, and 13.51-26.55 nM against α-glycosidase as a hydrolytic Enzyme. As a result, nitrogen, phosphorus, selenium and sulfur-containing heterocyclic compounds (1-6) demonstrated potent inhibition profiles against indicated metabolic enzymes. Therefore, we believe that these results may contribute to the development of new drugs particularly in the treatment of some global disorders including glaucoma, Alzheimer's disease and diabetes.

Keywords

Acetylcholinesterase, Butyrylcholinesterase; Carbonic anhydrase; Enzyme inhibition; Pyrrole; α-Glycosidase.

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