Issue 48, 2009

1 : 2 Adducts of copper(i)halides with 1,2-bis(di-2-pyridylphosphino)ethane: solid state and solution structural studies and antitumour activity

Abstract

The 1 : 2 adducts of copper(I) halides with 1,2-bis(2-pyridylphosphino)ethane (d2pype) have been synthesized and solution properties characterized by variable temperature 1H, 31P and 65Cu NMR spectroscopy. Single-crystal structure determinations for the chloride, bromide and iodide complexes show these to crystallize from acetonitrile in the triclinic space group P[1 with combining macron] as isostructural centrosymmetric dimers [(d2pype)Cu(μ-d2pype)2Cu(d2pype)]X2·(solvent) with a 12.6, b∼ 12.7, c∼15.3 Å, α∼ 84, β∼ 67, γ∼ 84°. In contrast to the analogous AuCl:2(d2pype) and AgNO3:2(d2pype) adducts, in solution these CuX:2(d2pype) adducts (where X = Cl, Br and I) exist almost exclusively as bis-chelated monomeric [Cu(d2pype)2]X; evidence for an equilibrium between monomeric and dimeric forms is detected only for the CuCl adduct in methanol. Cytotoxicity studies in two human breast cancer lines and two matched liver progenitor cell lines indicate that [Cu(d2pype)2]Cl is non selectively toxic to both non-tumourigenic and tumourigenic cells. However, the analogous Au(I) compound [Au(d2pype)2]Cl, is toxic to highly tumourigenic cells and more selective in its toxicity to tumourigenic cells compared to non-tumourigenic cells. The significance of these results to the further development of selective, mitochondria-targeted, Au(I) antitumour complexes is discussed.

Graphical abstract: 1 : 2 Adducts of copper(i) halides with 1,2-bis(di-2-pyridylphosphino)ethane: solid state and solution structural studies and antitumour activity

Supplementary files

Article information

Article type
Paper
Submitted
23 Jun 2009
Accepted
24 Sep 2009
First published
26 Oct 2009

Dalton Trans., 2009, 10861-10870

1 : 2 Adducts of copper(I) halides with 1,2-bis(di-2-pyridylphosphino)ethane: solid state and solution structural studies and antitumour activity

R. J. Bowen, M. Navarro, A. J. Shearwood, P. C. Healy, B. W. Skelton, A. Filipovska and S. J. Berners-Price, Dalton Trans., 2009, 10861 DOI: 10.1039/B912281H

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements