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

Gülçin, İlhami; Trofimov, Boris; Kaya, Ruya; Taslimi, Parham; Sobenina, Lyubov; Schmidt, Elena; Petrova, Olga; Malysheva, Svetlana; Gusarova, Nina; Farzaliyev, Vagif; Sujayev, Afsun; Alwasel, Saleh; Supuran, Claudiu T.

doi:10.1016/j.bioorg.2020.104171

Makale Tam Makale Uluslararası 2020

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

İlhami Gülçin, Boris Trofimov, Ruya Kaya, Parham Taslimi, Lyubov Sobenina, Elena Schmidt, Olga Petrova, Svetlana Malysheva, Nina Gusarova, Vagif Farzaliyev, Afsun Sujayev, Saleh Alwasel, Claudiu T. Supuran

Bioorganic Chemistry Cilt 103 · 01.10.2020

DOI ile aç

Özet

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 alpha-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 alpha-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.

Anahtar kelimeler

carbonic anhydrase antioxidant DERIVATIVES Acetylcholinesterase Butyrylcholinesterase enzyme inhibition ISOFORMS I BIOLOGICAL EVALUATION SULFAMIDES ERYTHROCYTE ISOZYMES I 1ST SYNTHESIS alpha-glycosidase GLUTATHIONE-S-TRANSFERASE ISOENZYMES HCA I ANTICHOLINERGIC PROPERTIES pyrrole

Sürdürülebilir Kalkınma Amaçları

SKA 3: Sağlıklı Bireyler

Atıf için künye

Gülçin, İ., Trofimov, B., Kaya, R., Taslimi, P., Sobenina, L., Schmidt, E., Petrova, O., Malysheva, S., Gusarova, N., Farzaliyev, V., Sujayev, A., Alwasel, S., & Supuran, C. T. (2020). Synthesis of nitrogen, phosphorus, selenium and sulfur-containing heterocyclic compounds – Determination of their carbonic anhydrase, acetylcholinesterase, butyrylcholinesterase and α-glycosidase inhibition properties. Bioorganic Chemistry, 103. https://doi.org/10.1016/j.bioorg.2020.104171

BibTeX

@article{gulcin2020-67992,
  author = {Gülçin, İlhami and Trofimov, Boris and Kaya, Ruya and Taslimi, Parham and Sobenina, Lyubov and Schmidt, Elena and Petrova, Olga and Malysheva, Svetlana and Gusarova, Nina and Farzaliyev, Vagif and Sujayev, Afsun and Alwasel, Saleh and Supuran, Claudiu T.},
  title = {Synthesis of nitrogen, phosphorus, selenium and sulfur-containing heterocyclic compounds – Determination of their carbonic anhydrase, acetylcholinesterase, butyrylcholinesterase and α-glycosidase inhibition properties},
  journal = {Bioorganic Chemistry},
  year = {2020},
  volume = {103},
  issn = {0045-2068},
  doi = {10.1016/j.bioorg.2020.104171},
  url = {https://akademik.atauni.edu.tr/yayinlar/67992-synthesis-of-nitrogen-phosphorus-selenium-and-sulfur-containing-heterocyclic}
}