Structural and some medicinal characteristics of the copper(II)-hydroxychloroquine complex

Bioorg Med Chem Lett. 2013 Aug 1;23(15):4453-8. doi: 10.1016/j.bmcl.2013.05.041. Epub 2013 May 24.

Abstract

In the first phase of this study, the binding of hydroxychloroquine to the copper(II) cation is examined using liquid chromatography-mass spectrometry (LC-MS), matrix assisted laser desorption ionization-time of flight mass spectrometry (MALDI-TOF-MS), Fourier transform-ion cyclotron resonance spectrometry (FT-ICR) and nuclear magnetic resonance ((1)H and (13)C NMR) in one and two dimensions. The data suggest the metal-ligand complex is a polarity adaptive molecule. In the second phase of the study, the complexes activity is tested against the National Cancer Institute's 60 cell line panel. Its anti-cancer activity is compared to quinine, Cu(II)-quinine and hydroxychloroquine. It serves as a base line for future anti-cancer complexes in which hydroxychloroquine is utilized for its ability to impact cell autophagy.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Chromatography, High Pressure Liquid
  • Coordination Complexes / chemical synthesis
  • Coordination Complexes / chemistry
  • Coordination Complexes / toxicity
  • Copper / chemistry*
  • Drug Screening Assays, Antitumor
  • Humans
  • Hydroxychloroquine / chemistry*
  • Magnetic Resonance Spectroscopy
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization

Substances

  • Coordination Complexes
  • Hydroxychloroquine
  • Copper