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Anticancer activity of multinuclear arene ruthenium complexes coordinated to dendritic polypyridyl scaffolds
Auteur(s)
Govender, Preshendren
Antonels, Nathan C.
Johan Mattsson
Anna Renfrew
Paul Dyson
Moss, John R.
Gregory Smith
Maison d'édition
Elsevier
Date de parution
2009
In
Journal of Organometallic Chemistry
Vol.
694
No
21
De la page
3470
A la page
3476
Résumé
The rational development of multinuclear arene ruthenium complexes (arene = <i>p</i>-cymene, hexamethylbenzene) from generation 1 (<b>G</b><sup>1</sup>) and generation 2 (<b>G</b><sup>2</sup>) of 4-iminopyridyl based poly(propyleneimine) dendrimer scaffolds of the type, DAB-(NH<sub>2</sub>)<i>n</i> (<i>n</i> = 4 or 8, DAB = diaminobutane) has been accomplished in order to exploit the ‘enhanced permeability and retention’ (EPR) effect that allows large molecules to selectively enter cancer cells. Four compounds were synthesised, i.e. [{(<i>p</i>-cymene)RuCl<sub>2</sub>}<sub>4</sub><b>G</b><sup>1</sup>] (<b>1</b>), [{(hexamethylbenzene)RuCl<sub>2</sub>}<sub>4</sub><b>G</b><sup>1</sup>] (<b>2</b>), [{(<i>p</i>-cymene)RuCl<sub>2</sub>}<sub>8</sub><b>G</b><sup>2</sup>] (<b>3</b>), and [{(hexamethylbenzene)RuCl<sub>2</sub>}<sub>8</sub><b>G</b><sup>2</sup>] (<b>4</b>), by first reacting DAB-(NH<sub>2</sub>)<i>n</i> with 4-pyridinecarboxaldehyde and subsequently metallating the iminopyridyl dendrimers with [(<i>p</i>-cymene)RuCl<sub>2</sub>]sub>2</sub> or [(hexamethylbenzene)RuCl<sub>2</sub>]<sub>2</sub>. The related mononuclear complexes [(<i>p</i>-cymene)RuCl<sub>2</sub>(L)] (<b>5</b>) and [(hexamethylbenzene)RuCl<sub>2</sub> (L)] (<b>6</b>) were obtained in a similar manner from <i>N</i>-(pyridin-4-ylmethylene)propan-1-amine (L). The molecular structure of <b>5</b> has been determined by X-ray diffraction analysis and the <i>in vitro</i> anticancer activities of the mono-, tetra- and octanuclear complexes <b>1–6</b> studied on the A2780 human ovarian carcinoma cell line showing a close correlation between the size of the compound and cytotoxicity.
Identifiants
Type de publication
journal article
