Synthesis, Characterization and Biological Evaluation of Metal Adamantyl 2-Pyridylhydrazone Complexes

Molecules. 2020 May 29;25(11):2530. doi: 10.3390/molecules25112530.

Abstract

Four new complexes derived from adamantly containing hydrazone (APH) ligand with Cu(II) (1), Co(II) (2), Ni(II) (3) and Zn(II) (4), have been synthesized and characterized using different physicochemical methods. The structure of the ligand APH and its copper complex 1 have been established by single-crystal X-ray diffraction direct methods, which reveal that complex 1 has distorted square-pyramidal geometry. Complexes 1-4 are screened against seven human cancer cell lines namely, breast cancer cell lines (MCF7, T47D, MDA-MB-231), prostate cancer cell lines (PC3, DU145) and the colorectal cancer cell line Coco-2, for their antiproliferative activities. Complex 1 has shown a promising anticancer activity compared to the other ones. The structural and spectroscopic analysis of APH and its complexes are confirmed by DFT calculations.

Keywords: 2-pyridyl adamantanhydrazone; antitumor; crystal structure; hydrazone complexes.

MeSH terms

  • Antineoplastic Agents / pharmacology*
  • Caco-2 Cells
  • Cell Line, Tumor
  • Cell Proliferation
  • Cell Survival
  • Chemistry Techniques, Synthetic / methods*
  • Coordination Complexes / chemistry
  • Copper / chemistry
  • Drug Screening Assays, Antitumor*
  • Humans
  • Hydrazones / chemistry*
  • Hydrogen Bonding
  • Ligands
  • MCF-7 Cells
  • Spectroscopy, Fourier Transform Infrared
  • Static Electricity
  • X-Ray Diffraction

Substances

  • Antineoplastic Agents
  • Coordination Complexes
  • Hydrazones
  • Ligands
  • Copper