meta-Cyanobenzyl substituted benzimidazolium salts: Synthesis, characterization, crystal structure and carbonic anhydrase, -glycosidase, butyrylcholinesterase, and acetylcholinesterase inhibitory properties

Turker, Ferhat; Celepci, Duygu Barut; AKTAŞ, AYDIN; TASLIMI, Parham; GÖK, YETKİN; Aygun, Muhittin; Gülçin, İlhami

doi:10.1002/ardp.201800029

Makale Tam Makale Uluslararası 2018

meta-Cyanobenzyl substituted benzimidazolium salts: Synthesis, characterization, crystal structure and carbonic anhydrase, -glycosidase, butyrylcholinesterase, and acetylcholinesterase inhibitory properties

Ferhat Turker, Duygu Barut Celepci, AYDIN AKTAŞ, Parham TASLIMI, YETKİN GÖK, Muhittin Aygun, İlhami Gülçin

Archiv der Pharmazie Cilt 351 · Sayı 7 · 01.07.2018

DOI ile aç

Özet

meta-Cyanobenzyl-substituted N-heterocyclic carbene (NHC) precursors were synthesized by the reaction of a series of N-(alkyl)benzimidazolium with 3-bromomethyl-benzonitrile. These benzimidazolium salts were characterized by using H-1 NMR, C-13 NMR, FTIR spectroscopy, and elemental analysis techniques. The molecular and crystal structures of 2f and 2g complexes were obtained by using the single-crystal X-ray diffraction method. The derivatives of these novel NHC precursors were effective inhibitors of -glycosidase (AG), the cytosolic carbonic anhydrase I and II isoforms (hCA I and II), butyrylcholinesterase (BChE), and acetylcholinesterase (AChE) with K-i values in the range of 1.01-2.12nM for AG, 189.56-402.44nM for hCA I, 112.50-277.37nM for hCA II, 95.45-352.58nM for AChE, and 132.91-571.18nM for BChE. In the last years, inhibition of the CA enzyme has been considered as a promising factor for pharmacologic intervention in a diversity of disturbances such as obesity, glaucoma, cancer, and epilepsy.

Anahtar kelimeler

carbonic anhydrase antioxidant DERIVATIVES Acetylcholinesterase Butyrylcholinesterase enzyme inhibition ERYTHROCYTES IN-VITRO ISOENZYMES I anticancer HCA I α-glycosidase BROMOPHENOLS ALPHA-GLUCOSIDASE INHIBITORS HETEROCYCLIC CARBENE COMPLEXES II INHIBITION N-heterocyclic carbene precursors

Sürdürülebilir Kalkınma Amaçları

SKA 3: Sağlıklı Bireyler

Atıf için künye

Turker, F., Celepci, D. B., AKTAŞ, A., TASLIMI, P., GÖK, Y., Aygun, M., & Gülçin, İ. (2018). meta-Cyanobenzyl substituted benzimidazolium salts: Synthesis, characterization, crystal structure and carbonic anhydrase, -glycosidase, butyrylcholinesterase, and acetylcholinesterase inhibitory properties. Archiv der Pharmazie, 351(7). https://doi.org/10.1002/ardp.201800029

BibTeX

@article{turker2018-68009,
  author = {Turker, Ferhat and Celepci, Duygu Barut and AKTAŞ, AYDIN and TASLIMI, Parham and GÖK, YETKİN and Aygun, Muhittin and Gülçin, İlhami},
  title = {meta-Cyanobenzyl substituted benzimidazolium salts: Synthesis, characterization, crystal structure and carbonic anhydrase, -glycosidase, butyrylcholinesterase, and acetylcholinesterase inhibitory properties},
  journal = {Archiv der Pharmazie},
  year = {2018},
  volume = {351},
  number = {7},
  issn = {0365-6233},
  doi = {10.1002/ardp.201800029},
  url = {https://akademik.atauni.edu.tr/yayinlar/68009-meta-cyanobenzyl-substituted-benzimidazolium-salts-synthesis-characterization}
}