Protonated water-soluble N-heterocyclic carbene ruthenium(II) complexes: Synthesis, cytotoxic and DNA binding properties and molecular docking study

AKKOC M., BALCIOGLU S., GÜRSES C., Tok T. T., ATEŞ B., YAŞAR S.

JOURNAL OF ORGANOMETALLIC CHEMISTRY, cilt.869, ss.67-74, 2018 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 869
  • Basım Tarihi: 2018
  • Doi Numarası: 10.1016/j.jorganchem.2018.06.003
  • Dergi Adı: JOURNAL OF ORGANOMETALLIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.67-74
  • Anahtar Kelimeler: Anticancer activity, DNA binding, N-heterocyclic carbene, Ruthenium, Water soluble complex, POTENT ANTICANCER AGENTS, CARBENE-SILVER(I) ACETATE COMPLEXES, COORDINATED GOLD COMPOUND, VITRO ANTITUMOR-ACTIVITY, CROSS-COUPLING REACTIONS, IN-VITRO, METAL-COMPLEXES, CANCER-CELLS, STRUCTURAL-CHARACTERIZATION, PLATINUM(II) COMPLEXES
  • İnönü Üniversitesi Adresli: Evet

Özet

New benzimidazolium salts 1a-d having methylpyridine group on the side chain, have been synthesized and reacted with Ag2O to produce Ag(I)-N-heterocyclic carbene (NHC) complexes 2a-d. Ag(I)-N-heterocyclic carbene (NHC) complexes were used as a carben transfer agents to synthesize water-soluble ruthenium(II)-NHC complexes 4a-d. All synthesized compounds were fully characterized by H-1 and C-13 NMR and HRMS spectroscopic techniques. Anticancer potential and IC50 values of ruthenium(II)-NHC complexes were evaluated by MTT assay against human colorectal cancer (Caco-2) and breast cancer (MCF-7) cell lines. The IC50 value of water-soluble ruthenium(II)-NHC complex 4d demonstrated remarkable cytotoxic activity against Caco-2 (18.0 +/- 1) and MCF-7 (23.8 +/- 0.5) cell lines. Also, 4d has better DNA binding capacity than 4a-c. DS 2017 R2 was used to exert molecular docking for understanding interactions between the water-soluble ruthenium(II)-NHC complexes and DNA. These complexes have been highlighted as a new type of drug. (C) 2018 Elsevier B.V. All rights reserved.