4.5 Article

Higher generation cationic N,N-ruthenium(II)-ethylene-glycol-derived metallodendrimers: Synthesis, characterization and cytotoxicity

Journal

JOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume 799-800, Issue -, Pages 38-44

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2015.09.003

Keywords

Bioorganometallic chemistry; Antitumor agents; Ruthenium(II)-arene; Metallodendrimer; Poly(propyleneimine)

Funding

  1. University of Cape Town
  2. National Research Foundation (NRF) of South Africa [UID: 90500]

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A new series of higher generation cationic N,N-chelating, ruthenium(II)-ethylene-glycol metallodendrimers from first-, second-, third- and fourth-generation pyridylimine-based poly(propylene) dendrimer scaffolds of the type, DAB-(NH2) (where n = 4, 8, 16 or 32, DAB = diaminobutane) have been prepared. Four metallodendrimers were synthesized, by first reacting DAB-(NH2) with 2pyridinecarboxaldehyde; and subsequently reacting the Schiff-base dendritic ligands with the [(126C(6)H(5)OCH(2)CH(2)OH)RuCl2 dimer, via a bridge-splitting reaction. All compounds were fully characterized using numerous spectroscopic and analytical techniques. In vitro anticancer activities of the complexes were evaluated against the A2780 cisplatin-sensitive and A2780cisR cisplatin-resistant human ovarian carcinoma cell lines and against the non-tumorigenic HEK-293 human embryonic kidney cell line, with the largest dendrimer being the most cytotoxic and selective of all the compounds. A mononuclear model analog was prepared to investigate the size dependency of the systems towards the biological activity. (C) 2015 Elsevier By. All rights reserved.

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