New compounds based on a benzimidazole nucleus: synthesis, characterization and cytotoxic activity against breast and colon cancer cell lines


Akkoc S. , Kayser V., İLHAN İ. Ö. , Hibbs D. E. , GÖK Y., Williams P. A. , ...More

JOURNAL OF ORGANOMETALLIC CHEMISTRY, vol.839, pp.98-107, 2017 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 839
  • Publication Date: 2017
  • Doi Number: 10.1016/j.jorganchem.2017.03.037
  • Title of Journal : JOURNAL OF ORGANOMETALLIC CHEMISTRY
  • Page Numbers: pp.98-107
  • Keywords: N-Heterocyclic carbene, PEPPSI, Benzimidazolium salts, Cytotoxic activity, X-ray, Confocal and incucyte images, HETEROCYCLIC CARBENE COMPLEXES, IN-VITRO ANTICANCER, CROSS-COUPLING REACTIONS, STRUCTURAL-CHARACTERIZATION, CATALYTIC-ACTIVITIES, CRYSTAL-STRUCTURES, PALLADIUM(II) COMPLEXES, SILVER(I) COMPLEXES, PLATINUM COMPOUNDS, LIGANDS SYNTHESIS

Abstract

Benzimidazolium salts and their Pyridine Enhanced Precatalyst Preparation Stabilization and Initiation (PEPPSI) palladium N-heterocyclic carbene (Pd-NHC) based complexes have been synthesized and their structures characterized with a number of different instrumental techniques including NMR (H-1 and C-13), IR, EI-MS (for 2), X-ray (for 1, 2 and 4) and elemental analysis. The cytotoxicity of all the compounds was tested using the human embryonic kidney (HEK-293T), human breast epithelial adenocarcinoma (MDA-MB-231), and human colon epithelial colorectal adenocarcinoma (DLD-1) cell lines. The benzimidazolium salts (2-5) had more cytotoxic activity against cancerous cells compared with the metal complexes (6-9), which curiously exhibited no activity against any of the cell lines. Based on the IC50 values, compound 5 displayed the highest in vitro anticancer activity among compounds 2-9. Crown Copyright (C) 2017 Published by Elsevier B.V. All rights reserved.