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Palladium(II), platinum(II) and gold(I) complexes containing chiral diphosphines of the Josiphos and Walphos families - Synthesis and evaluation as anticancer agents

Segapelo, Tebogo V.; Lillywhite, Stacy; Nordlander, Ebbe LU ; Haukka, Matti and Darkwa, James (2012) In Polyhedron 36(1). p.97-103
Abstract
A series of palladium(II) and platinum(II) complexes ([PdCl2(J003)] (1), [PdCl2(W001)] (2), [PtCl2(J003)] (3) and [PtCl2(W001)] (4), where J003 = the Josiphos ligand (R)-1-[(S)-2-diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine and W001 = the Walphos ligand (R)-1[(R)-2-(2'-diphenylphosphinyl) ferrocenyl]ethyldo(bis-3,5-trifluoromethylphenyl)phosphine), were prepared from the reaction of the diphosphine ligands with [PdCl2(NCMe)(2)] or [PtCl2(cod)] and characterised by multinuclear NMR spectroscopy, mass spectrometry and elemental analyses. Single crystal X-ray structures were used to confirm the proposed structures. Attempts to use the same ligands to prepare isoelectronic d(8) Au(III) analogues of the palladium and platinum... (More)
A series of palladium(II) and platinum(II) complexes ([PdCl2(J003)] (1), [PdCl2(W001)] (2), [PtCl2(J003)] (3) and [PtCl2(W001)] (4), where J003 = the Josiphos ligand (R)-1-[(S)-2-diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine and W001 = the Walphos ligand (R)-1[(R)-2-(2'-diphenylphosphinyl) ferrocenyl]ethyldo(bis-3,5-trifluoromethylphenyl)phosphine), were prepared from the reaction of the diphosphine ligands with [PdCl2(NCMe)(2)] or [PtCl2(cod)] and characterised by multinuclear NMR spectroscopy, mass spectrometry and elemental analyses. Single crystal X-ray structures were used to confirm the proposed structures. Attempts to use the same ligands to prepare isoelectronic d(8) Au(III) analogues of the palladium and platinum complexes resulted in the reduction of Au(III) to Au(I) and isolation of the Au(I) complexes [AuCl(J003)] (5), [Au2Cl2(J003)] (6) and [Au2Cl2(W001)] (7). The cytotoxicity of the four chiral, bidentate ferrocenylphosphine palladium and platinum complexes was investigated against HeLa cells and were found to have low to moderate cytotoxicity. In general, the two Josiphos complexes showed better cytotoxicity compared to the Walphos complexes, irrespective of the metal used. (c) 2012 Elsevier Ltd. All rights reserved. (Less)
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
Chiral ligands, Diphosphine ligands, Palladium complexes, Platinum, complexes, Anticancer agents
in
Polyhedron
volume
36
issue
1
pages
97 - 103
publisher
Elsevier
external identifiers
  • wos:000302983900014
  • scopus:84858282568
ISSN
0277-5387
DOI
10.1016/j.poly.2012.01.027
language
English
LU publication?
yes
id
43eef79e-f3f8-43c9-ad42-7ba39e12f7eb (old id 2571038)
date added to LUP
2012-06-04 10:58:39
date last changed
2017-01-01 06:15:03
@article{43eef79e-f3f8-43c9-ad42-7ba39e12f7eb,
  abstract     = {A series of palladium(II) and platinum(II) complexes ([PdCl2(J003)] (1), [PdCl2(W001)] (2), [PtCl2(J003)] (3) and [PtCl2(W001)] (4), where J003 = the Josiphos ligand (R)-1-[(S)-2-diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine and W001 = the Walphos ligand (R)-1[(R)-2-(2'-diphenylphosphinyl) ferrocenyl]ethyldo(bis-3,5-trifluoromethylphenyl)phosphine), were prepared from the reaction of the diphosphine ligands with [PdCl2(NCMe)(2)] or [PtCl2(cod)] and characterised by multinuclear NMR spectroscopy, mass spectrometry and elemental analyses. Single crystal X-ray structures were used to confirm the proposed structures. Attempts to use the same ligands to prepare isoelectronic d(8) Au(III) analogues of the palladium and platinum complexes resulted in the reduction of Au(III) to Au(I) and isolation of the Au(I) complexes [AuCl(J003)] (5), [Au2Cl2(J003)] (6) and [Au2Cl2(W001)] (7). The cytotoxicity of the four chiral, bidentate ferrocenylphosphine palladium and platinum complexes was investigated against HeLa cells and were found to have low to moderate cytotoxicity. In general, the two Josiphos complexes showed better cytotoxicity compared to the Walphos complexes, irrespective of the metal used. (c) 2012 Elsevier Ltd. All rights reserved.},
  author       = {Segapelo, Tebogo V. and Lillywhite, Stacy and Nordlander, Ebbe and Haukka, Matti and Darkwa, James},
  issn         = {0277-5387},
  keyword      = {Chiral ligands,Diphosphine ligands,Palladium complexes,Platinum,complexes,Anticancer agents},
  language     = {eng},
  number       = {1},
  pages        = {97--103},
  publisher    = {Elsevier},
  series       = {Polyhedron},
  title        = {Palladium(II), platinum(II) and gold(I) complexes containing chiral diphosphines of the Josiphos and Walphos families - Synthesis and evaluation as anticancer agents},
  url          = {http://dx.doi.org/10.1016/j.poly.2012.01.027},
  volume       = {36},
  year         = {2012},
}