2-Hydroxyethyl substituted NHC precursors: Synthesis, characterization, crystal structure and carbonic anhydrase, alpha-glycosidase, butyrylcholinesterase, and acetylcholinesterase inhibitory properties

Erdemir, Fatos; Celepci, Duygu Barut; AKTAŞ, AYDIN; TASLIMI, Parham; GÖK, YETKİN; Karabiyik, Hasan; Gülçin, İlhami

doi:10.1016/j.molstruc.2017.11.079

Makale Tam Makale Uluslararası 2018

2-Hydroxyethyl substituted NHC precursors: Synthesis, characterization, crystal structure and carbonic anhydrase, alpha-glycosidase, butyrylcholinesterase, and acetylcholinesterase inhibitory properties

Fatos Erdemir, Duygu Barut Celepci, AYDIN AKTAŞ, Parham TASLIMI, YETKİN GÖK, Hasan Karabiyik, İlhami Gülçin

Journal of Molecular Structure Cilt 1155 · ss. 797–806 · 05.03.2018

DOI ile aç

Özet

This study contains novel a serie synthesis of N-heterocyclic carbene (NHC) precursors that 2-hydroxyethyl substituted. The NHC precursors have been prepared from 1-(2-hydroxyethyl)benzimidazole and alkyl halides. The novel NHC precursors have been characterized by using H-1 NMR, C-13 NMR, FTIR spectroscopy and elemental analysis techniques. Molecular and crystal structures of 2a, 2d, 2e, 2f and 2g were obtained with single-crystal X-ray diffraction studies. These novel NHC precursor's derivatives effectively inhibited the a-glycosidase, cytosolic carbonic anhydrase I and II isoforms (hCA I and II), butyrylcholinesterase (BChE) and acetylcholinesterase (AChE). Inhibition constant (K-i) were found in the range of 0.30-9.22 nM for alpha-glycosidase, 13.90-41.46 nM for hCA I, 12.82-49.95 nM for hCA II, 145.82-882.01 nM for BChE, and 280.92-1370.01 nM for AChE, respectively. (C) 2017 Elsevier B.V. All rights reserved.

Anahtar kelimeler

IN-VITRO carbonic anhydrase antioxidant X-RAY-DIFFRACTION ENZYMES DERIVATIVES ISOENZYMES I CHOLINESTERASE Mannich bases alpha-glycosidase PROFILES Silver complexes N-heterocyclic carbenes GLUCOSIDASE INHIBITORS HRMS-SPE-NMR

Atıf için künye

Erdemir, F., Celepci, D. B., AKTAŞ, A., TASLIMI, P., GÖK, Y., Karabiyik, H., & Gülçin, İ. (2018). 2-Hydroxyethyl substituted NHC precursors: Synthesis, characterization, crystal structure and carbonic anhydrase, alpha-glycosidase, butyrylcholinesterase, and acetylcholinesterase inhibitory properties. Journal of Molecular Structure, 1155, 797–806. https://doi.org/10.1016/j.molstruc.2017.11.079

BibTeX

@article{erdemir2018-68022,
  author = {Erdemir, Fatos and Celepci, Duygu Barut and AKTAŞ, AYDIN and TASLIMI, Parham and GÖK, YETKİN and Karabiyik, Hasan and Gülçin, İlhami},
  title = {2-Hydroxyethyl substituted NHC precursors: Synthesis, characterization, crystal structure and carbonic anhydrase, alpha-glycosidase, butyrylcholinesterase, and acetylcholinesterase inhibitory properties},
  journal = {Journal of Molecular Structure},
  year = {2018},
  volume = {1155},
  pages = {797--806},
  issn = {0022-2860},
  doi = {10.1016/j.molstruc.2017.11.079},
  url = {https://akademik.atauni.edu.tr/yayinlar/68022-2-hydroxyethyl-substituted-nhc-precursors-synthesis-characterization-crystal}
}