Synthesis, structure and cytotoxicity studies of four-coordinate bis (cis–bis(diphenylphosphino)ethene) gold(I) complexes, [Au(dppey)2]X

Healy, Peter C., Loughrey, Bradley T., Williams, Michael L. and Parsons, Peter G. (2010) Synthesis, structure and cytotoxicity studies of four-coordinate bis (cis–bis(diphenylphosphino)ethene) gold(I) complexes, [Au(dppey)2]X. Journal of Inorganic Biochemistry, 104 6: 625-631. doi:10.1016/j.jinorgbio.2010.02.003


Author Healy, Peter C.
Loughrey, Bradley T.
Williams, Michael L.
Parsons, Peter G.
Title Synthesis, structure and cytotoxicity studies of four-coordinate bis (cis–bis(diphenylphosphino)ethene) gold(I) complexes, [Au(dppey)2]X
Formatted title
Synthesis, structure and cytotoxicity studies of four-coordinate bis (cis–bis(diphenylphosphino)ethene) gold(I) complexes, [Au(dppey)2]X
Journal name Journal of Inorganic Biochemistry   Check publisher's open access policy
ISSN 0162-0134
1873-3344
Publication date 2010-06-01
Year available 2015
Sub-type Article (original research)
DOI 10.1016/j.jinorgbio.2010.02.003
Open Access Status
Volume 104
Issue 6
Start page 625
End page 631
Total pages 7
Place of publication Philadelphia, PA, United States
Publisher Elsevier
Language eng
Formatted abstract
Four-coordinate 1:2 gold(I) complex salts with cis-bis(diphenylphosphino)ethene, [Au(dppey)2]X have been synthesized for X=PF6-, CF3SO3-, BF4-, Cl-, Br- and BPh4- and characterized by NMR spectroscopy and electrospray mass spectrometry. Single crystal X-ray structure determinations show the BF4-, Cl- and Br- complexes to be isostructural, although with different degrees of hydration, while the BPh4- complex crystallizes as an acetone solvate with two molecules in the asymmetric unit. The Au(P-P)2 core for the BF4-, Cl- and Br- complexes adopts D2 symmetry with Au-P bond lengths 2.3980(7)-2.4009(7) Å and inter-ligand P-Au-P angles 114.78(2)-127.82(2))°. The Au(P-P)2 core in the BPh4- complex is unsymmetrical with Au-P bond lengths 2.364(1)-2.420(1) Å and inter-ligand P-Au-P angles 104.76(5)-137.50(4)°. In vitro cytotoxicity studies show the PF6-, CF3SO3-, BF4-, Cl-, Br- and I- complexes to be potent and selective growth inhibitors of the human cell lines MCF7 (hormone-dependent breast cancer), MDA-MB-231 (hormone-independent breast cancer), MM96L (melanoma), CI80-13S (cisplatin resistant ovarian cancer) and a normal cell line NFF (neonatal foreskin fibroblasts), achieving IC50 values between 13 and 196nM. The halogen and triflate salts were approximately twice as potent towards the MCF7 and MDA-MB-231 cell lines compared to the PF6- and BF4- derivatives; while the cytotoxicity of all complexes towards the sensitive CI80-13S and MM96L cancer cell lines was approximately 10-fold greater than that displayed towards the normal human cell line (NFF).
© 2010 Elsevier Inc.
Keyword Gold
Phosphine
Lipophilic–cationic complexes
X-ray crystallography
Q-Index Code C1
Q-Index Status Confirmed Code
Grant ID DP0663774
PEst-C/QUI/UI0062/2013
rede/1504/REM/2005
Institutional Status Non-UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: Non HERDC
School of Medicine Publications
 
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Created: Wed, 30 Mar 2011, 21:52:43 EST by Lisa Hennell on behalf of School of Medicine