Novel Bidentate Amine Ligand and the Interplay between Pd(II) and Pt(II) Coordination and Biological Activity

Chembiochem. 2024 Mar 15;25(6):e202300696. doi: 10.1002/cbic.202300696. Epub 2024 Feb 12.

Abstract

Pt(II) and Pd(II) coordinating N-donor ligands have been extensively studied as anticancer agents after the success of cisplatin. In this work, a novel bidentate N-donor ligand, the N-[[4-(phenylmethoxy)phenyl]methyl]-2-pyridinemethanamine, was designed to explore the antiparasitic, antiviral and antitumor activity of its Pt(II) and Pd(II) complexes. Chemical and spectroscopic characterization confirm the formation of [MLCl2 ] complexes, where M=Pt(II) and Pd(II). Single crystal X-ray diffraction confirmed a square-planar geometry for the Pd(II) complex. Spectroscopic characterization of the Pt(II) complex suggests a similar structure. 1 H NMR, 195 Pt NMR and HR-ESI-MS(+) analysis of DMSO solution of complexes indicated that both compounds exchange the chloride trans to the pyridine for a solvent molecule with different reaction rates. The ligand and the two complexes were tested for in vitro antitumoral, antileishmanial, and antiviral activity. The Pt(II) complex resulted in a GI50 of 10.5 μM against the NCI/ADR-RES (multidrug-resistant ovarian carcinoma) cell line. The ligand and the Pd(II) complex showed good anti-SARS-CoV-2 activity with around 65 % reduction in viral replication at a concentration of 50 μM.

Keywords: Palladium; Platinum; SARS-CoV-2; antioxidant; cancer.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents* / chemistry
  • Antineoplastic Agents* / pharmacology
  • Antiviral Agents / pharmacology
  • Cell Line, Tumor
  • Cisplatin
  • Coordination Complexes* / chemistry
  • Coordination Complexes* / pharmacology
  • Crystallography, X-Ray
  • Ligands
  • Palladium / chemistry
  • Palladium / pharmacology
  • Platinum / chemistry
  • Platinum / pharmacology

Substances

  • Platinum
  • Ligands
  • Cisplatin
  • Antineoplastic Agents
  • Antiviral Agents
  • Palladium
  • Coordination Complexes