Repository logo

Infoscience

  • English
  • French
Log In
Logo EPFL, École polytechnique fédérale de Lausanne

Infoscience

  • English
  • French
Log In
  1. Home
  2. Academic and Research Output
  3. Journal articles
  4. Arene ruthenium complexes with phosphinoferrocene amino acid conjugates: Synthesis, characterization and cytotoxicity
 
research article

Arene ruthenium complexes with phosphinoferrocene amino acid conjugates: Synthesis, characterization and cytotoxicity

Tauchman, Jiri
•
Suess-Fink, Georg
•
Stepnicka, Petr
Show more
2013
Journal Of Organometallic Chemistry

A series of heterodinuclear p-cymene ruthenium ferrocene complexes, [(eta(6)-p-MeC6H4Pri)RuCl2(Ph(2)Pfc-CONHRCO2Me-kappa P)] (R = (S)-Me: 6, R = (S)-CHMe2: 7, R = (S)-CH2OMe: 8, R = (S)-CH2SMe: 9, R = (S)-CH2CH2CO2Me: 10) have been synthesized from p-cymene ruthenium dichloride dimer and phosphinoferrocene ligands bearing carboxamide substituents derived from amino acids, Ph(2)PfcCONHRCO(2)Me (R = (S)-Me: 1, R = (S)-CHMe2: 2, R = (S)-CH2OMe: 3, R = (S)-CH2SMe: 4, R = (S)-CH2CH2CO2Me: 5, fc = ferrocene-1,1'-diyl). All new compounds, 3-10, were fully characterized by elemental analysis, multinuclear NMR and IR spectroscopy and electrospray ionisation mass spectrometry, and their electrochemical properties were studied by cyclic voltammetry at a platinum disc electrode. The cytotoxicity of 6-10 was studied on human ovarian cancer cells. The related glycine derivatives [(eta(6)-arene) RuCl2(Ph(2)PfcCONHCH(2)CO(2)Me-kappa P)] (arene = C6H6: 11a, arene = p-MeC6H4Pri: 11b, arene = C6Me6: 11c), [(eta(6)-arene)RuCl(MeCN)(Ph(2)PfcCONHCH(2)CO(2)Me-kappa P)][PF6] (arene = C6H6: 12a, arene = p-MeC6H4Pri: 12b, arene = C6Me6: 12c), [(eta(6)-arene)Ru(MeCN)(2)(Ph(2)PfcCONHCH(2)CO(2)Me-kappa P)]PF6 (arene = C6H6: 13a, arene = p-MeC6H4Pri: 13b, arene = C6Me6: 13c) and [(eta(6)-p-MeC6H4Pri)RuCl2(Ph(2)PfcCONHCH(2)CONH(2)-kappa P)] (14), which we reported recently, were also included in the cytotoxicity study. The arene ruthenium ferrocene complexes show moderate to good in vitro anticancer activity towards human ovarian cancer cells, the IC50 values of the most active derivative 13c being 4.1 +/- 0.8 mu M for the A2780 cell line and 6.9 +/- 0.01 mu M for the cisplatin-resistant derivative A2780cisR. (C) 2012 Elsevier B.V. All rights reserved.

  • Details
  • Metrics
Type
research article
DOI
10.1016/j.jorganchem.2012.10.009
Web of Science ID

WOS:000311680100033

Author(s)
Tauchman, Jiri
Suess-Fink, Georg
Stepnicka, Petr
Zava, O.  
Dyson, Paul J.  
Date Issued

2013

Publisher

Elsevier Science Sa

Published in
Journal Of Organometallic Chemistry
Volume

723

Start page

233

End page

238

Subjects

Ruthenium complexes

•

Ferrocene ligands

•

Amino acids

•

Cytotoxicity

•

Electrochemistry

Editorial or Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LCOM  
Available on Infoscience
February 27, 2013
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/89178
Logo EPFL, École polytechnique fédérale de Lausanne
  • Contact
  • infoscience@epfl.ch

  • Follow us on Facebook
  • Follow us on Instagram
  • Follow us on LinkedIn
  • Follow us on X
  • Follow us on Youtube
AccessibilityLegal noticePrivacy policyCookie settingsEnd User AgreementGet helpFeedback

Infoscience is a service managed and provided by the Library and IT Services of EPFL. © EPFL, tous droits réservés