Modulation of the solubility properties of arene ruthenium complexes bearing stannyl ligands as potential anti-cancer agents

Clara Berg, Suviti Chari, Kaste Jurgaityte, Alice Laurora, Mateusz Naldony, Frances Pope, Dario Romano, Thato Medupe, Sharon Prince, Siyabonga Ngubane, Judith Baumgartner, Burgert Blom

Research output: Contribution to journalArticleResearchpeer-review

Abstract

Cleavage of the known ruthenium dimer [RuCl 26 -C 6 H 5 OCH 2 CH 2 OH)] 2 (1), bearing a hydrophilic substituent on the η 6 coordinated aromatic ring, with the phosphine ligands: triphenyl phosphine, triphenyl phosphite, trimethyl phosphite, and 1,3,5-triaza-7-phosphaadamantane (PTA) afforded the known complexes [RuCl 26 -C 6 H 5 OCH 2 CH 2 OH)(PPh 3 )] (2a), [RuCl 26 -C 6 H 5 OCH 2 CH 2 OH){P(OPh) 3 }] (2b), [RuCl 26 -C 6 H 5 OCH 2 CH 2 OH){P(OMe 3 )}] (2c), and [RuCl 26 -C 6 H 5 OCH 2 CH 2 OH)(PTA)] (4). The reaction of the known complex 2a with SnCl 2 afforded, by facile insertion of the SnCl 2 moiety into the Ru[sbnd]Cl bond, the novel complex [RuCl(η 6 -C 6 H 5 OCH 2 CH 2 OH)(PPh 3 )(SnCl 3 )] (3a). Similarly, the reaction of complex 2b with SnCl 2 afforded the novel complex [RuCl(η 6 -C 6 H 5 OCH 2 CH 2 OH){P(OPh) 3 }(SnCl 3 )] (3b). Complexes 3a and 3b were fully characterized by spectroscopy (Infrared (IR) -spectroscopy, 1 H, 31 P and 119 Sn Nuclear Magnetic Resonance (NMR) spectroscopy, UV–Vis spectroscopy and high resolution ESI-MS) and their thermal behaviour elucidated by Thermogravimetric Analysis (TGA). Density Functional Theory (DFT) calculations (Level of theory B3LYP, basis set for H, C, P, O, N and Cl is 6-31 + G (d,p) and for Ru and Sn is DGDZVP) for complex 3a, 3b and 4 were also carried out, in particular to elucidate the bonding situation between Ru and Sn in complexes. The hitherto unprecedented anti-cancer activity of the complexes 2a – 2c as well as the novel stannyl complexes 3a and 3b were evaluated against MCF-7 (oestrogen receptor positive) human breast adenocarcinoma cell lines. All complexes show activity active against MCF-7 cell lines, indicating potential application as an anti-tumor agent.

Original languageEnglish
Pages (from-to)12-19
Number of pages8
JournalJournal of organometallic chemistry
Volume891
Early online date2019
DOIs
Publication statusPublished - 1 Aug 2019

Keywords

  • Anti-cancer
  • Arene
  • MCF-7 human breast adenocarcinoma cells
  • Ruthenium
  • Solubility
  • Stannyl ligands

ASJC Scopus subject areas

  • Materials Chemistry
  • Biochemistry
  • Inorganic Chemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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