Benzotriazole functionalized N-heterocyclic carbene-silver(I) complexes: Synthesis, cytotoxicity, antimicrobial, DNA binding, and molecular docking studies

ONAR G., KARATAŞ M. O., BALCIOGLU S., Tok T. T., GÜRSES C., Kilic-Cikla I., ...Daha Fazla

POLYHEDRON, cilt.153, ss.31-40, 2018 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 153
  • Basım Tarihi: 2018
  • Doi Numarası: 10.1016/j.poly.2018.06.052
  • Dergi Adı: POLYHEDRON
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.31-40
  • Anahtar Kelimeler: Silver(I), N-Heterocyclic carbene, Benzotriazole, Cytotoxicity, Antimicrobial, SILVER(I) COMPLEXES, CARBENE COMPLEXES, ANTICANCER ACTIVITY, ANTITUMOR-ACTIVITY, LIGANDS SYNTHESIS, NATURAL-PRODUCTS, NHC COMPLEXES, RUTHENIUM, GOLD(I), IMIDAZOLIUM
  • İnönü Üniversitesi Adresli: Evet

Özet

In this study, six [Ag(NHC)(2)](+)[AgCl2](-) type silver complexes were synthesized by the reaction of corresponding carbene precursor and Ag2O. One [Ag(NHC)(2)]+NO3- type complex was synthesized by the anion exchange reaction of corresponding silver-NHC and NaNO3. The synthesized complexes were characterized by H-1 NMR, C-13 NMR and IR spectroscopic methods, and elemental analysis. X-ray crystal structure of 5a was also reported. Cytotoxicities of all compounds were evaluated against human breast (MCF-7) and colorectal (Caco-2) cancer cell lines and non-cancer mouse fibroblast (L-929) cell lines. All complexes performed stronger activity against both cancer cell lines than standard compound cisplatin while complex 3b performed nearly equal cytotoxicity to cisplatin against non-cancer L-929. Antimicrobial effects of all compounds were evaluated against Escherichia coli, Bacillus subtilis and Candida albicans and good activities were observed. The docking results indicated that complex 3b might be classified as druggable molecule in drug design. DNA binding study also demonstrates that 3b complex has an interaction ability to DNA. Combination of experimental and molecular docking results revealed that reported complexes are promising structures and deserve further research as anticancer drugs. (C) 2018 Elsevier Ltd. All rights reserved.