A Novel Ag-N-Heterocyclic Carbene Complex Bearing the Hydroxyethyl Ligand: Synthesis, Characterization, Crystal and Spectral Structures and Bioactivity Properties

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Aktaş A., Barut Celepci D., Gök Y., Taslimi P., Akincioglu H., Gülçin İ.

CRYSTALS, vol.10, no.3, 2020 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 10 Issue: 3
  • Publication Date: 2020
  • Doi Number: 10.3390/cryst10030171
  • Journal Name: CRYSTALS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Aerospace Database, Applied Science & Technology Source, Communication Abstracts, Computer & Applied Sciences, INSPEC, Metadex, Directory of Open Access Journals, Civil Engineering Abstracts
  • Keywords: N-heterocyclic carbene, crystal structure, enzyme inhibition, carbonic anhydrase, alpha-glycosidase, CARBONIC-ANHYDRASE, INHIBITORY PROPERTIES, IN-VITRO, PRECURSORS SYNTHESIS, CATALYTIC-ACTIVITY, NHC PRECURSORS, 1ST SYNTHESIS, ACETYLCHOLINESTERASE, ANTIOXIDANT, BUTYRYLCHOLINESTERASE
  • Dokuz Eylül University Affiliated: Yes

Abstract

In this study, a novel silver N-heterocyclic carbene (Ag-NHC) complex bearing hydroxyethyl substituent has been synthesized from the hydroxyethyl-substituted benzimidazolium salt and silver oxide by using in-situ deprotonation method. A structure of the Ag-NHC complex was characterized by using UV-Vis, FTIR, H-1-NMR and C-13-NMR spectroscopies and elemental analysis techniques. Also, the crystal structure of the novel complex was determined by single-crystal X-ray diffraction method. In this paper, compound 1 showed excellent inhibitory effects against some metabolic enzymes. This complex had Ki of 1.14 0.26 mu M against human carbonic anhydrase I (hCA I), 1.88 +/- 0.20 mu M against human carbonic anhydrase II (hCA I), and 10.75 +/- 2.47 mu M against alpha-glycosidase, respectively. On the other hand, the Ki value was found as 25.32 +/- 3.76 mu M against acetylcholinesterase (AChE) and 41.31 +/- 7.42 mu M against butyrylcholinesterase (BChE), respectively. These results showed that the complex had drug potency against some diseases related to using metabolic enzymes.