Cyanopropyl functionalized benzimidazolium salts and their silver N-heterocyclic carbene complexes: Synthesis, antimicrobial activity, and theoretical analysis

Turker D., ÜSTÜN E., GÜNAL S., Yildiz H., DEMİR DÜŞÜNCELİ S., ÖZDEMİR İ.

ARCHIV DER PHARMAZIE, cilt.355, sa.6, 2022 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 355 Sayı: 6
  • Basım Tarihi: 2022
  • Doi Numarası: 10.1002/ardp.202200041
  • Dergi Adı: ARCHIV DER PHARMAZIE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, BIOSIS, CAB Abstracts, Chimica, EMBASE, International Pharmaceutical Abstracts, MEDLINE, Veterinary Science Database
  • Anahtar Kelimeler: antibacterial activity, benzimidazolium salts, N-heterocyclic carbene, silver-NHC complex, theoretical analysis, CRYSTAL-STRUCTURES, IN-VITRO, MOLECULAR DOCKING, STRUCTURAL-CHARACTERIZATION, ANTICANCER ACTIVITY, SILVER(I)-CARBENE COMPLEXES, SPECTROSCOPIC PROPERTIES, REACTIVITY DESCRIPTORS, MEDICINAL APPLICATIONS, ANTIBACTERIAL
  • İnönü Üniversitesi Adresli: Evet

Özet

The reaction of N-substituted benzimidazole with 4-bromobutyronitrile gives the corresponding benzimidazolium salts as N-heterocyclic carbene (NHC) precursors. Silver(I) carbene complexes are synthesized by the reaction of the corresponding benzimidazolium salts with Ag2O in dichloromethane. These new NHC precursors and Ag-NHC complexes were characterized by spectroscopy techniques and also screened for their antibacterial activities against the standard bacterial strains Escherichia coli, Pseudomonas aeruginosa, Acinetobacter baumannii, Klebsiella pneumoniae, Staphylococcus aureus, methicillin-resistant Staphylococcus aureus, and Enterococcus faecalis, and the standard fungal strains Candida albicans and Candida glabrata, and promising results were achieved. The compounds were also analyzed by density functional theory (DFT)/time-dependent DFT and docking methods.