Synthesis, characterization, crystal structure, and antimicrobial studies of 2-morpholinoethyl-substituted benzimidazolium salts and their silver(I)-N-heterocyclic carbene complexes


Yildirim I., AKTAŞ A., CELEPCİ D. B., KIRBAĞ S., KUTLU T., GÖK Y., ...More

RESEARCH ON CHEMICAL INTERMEDIATES, vol.43, no.11, pp.6379-6393, 2017 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 43 Issue: 11
  • Publication Date: 2017
  • Doi Number: 10.1007/s11164-017-2995-3
  • Journal Name: RESEARCH ON CHEMICAL INTERMEDIATES
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.6379-6393
  • Keywords: N-Heterocyclic carbene, Ag-NHC complexes, Morpholine, Antimicrobial activity, Antibiotic, GOLD(III) COMPLEXES, SILVER(I) COMPLEXES, ANTIBACTERIAL, CYTOTOXICITY, HECK
  • Inonu University Affiliated: Yes

Abstract

This article describes synthesis of N-morpholinoethylbenzimidazole (1), 2-morpholinoethyl-substituted benzimidazolium salts (NHC precursors, 2a-c), and their Ag(I) N-heterocyclic carbene (NHC) complexes (3a-c). All compounds were characterized by H-1 and C-13 Nuclear Magnetic Resonance (NMR), Fourier Transform Infrared Spectroscopy (FTIR), and elemental analysis, and their antimicrobial effects examined. The molecular structure of the NHC precursor 2a (1) was established by single-crystal X-ray diffraction analysis. Minimum Inhibition Concentration (MIC) values were determined to evaluate their antimicrobial activity against Gram-negative Escherichia coli and Gram-positive Staphylococcus aureus bacterial strains and Candida albicans fungal species. All tested samples were compared with silver nitrate. All the compounds exhibited strong antimicrobial activity.