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RESEARCH ARTICLE
Contents Vol 73(10)

Synthesis, Characterisation, and Biological Activity of the Ruthenium Complexes of the N4-Tetradentate (N4-TL), 1,6-Di(2′-pyridyl)-2,5-dimethyl-2,5-diazahexane (picenMe2)

Aleksandra Bjelosevic A , Jennette Sakoff B , Jayne Gilbert B , Yingjie Zhang C , Christopher Gordon A and Janice R. Aldrich-Wright https://orcid.org/0000-0002-6943-6908 A C E
+ Author Affiliations
- Author Affiliations

A School of Science and Health, Western Sydney University, Locked Bag 1797, Penrith South DC, NSW 2751, Australia.

B Calvary Mater Newcastle, Waratah, NSW 2298, Australia.

C Australian Nuclear Science and Technology Organisation, Locked Bag 2001, Kirrawee DC, NSW 2232, Australia.

D School of Medicine, Western Sydney University, Locked Bag 1797, Penrith South DC, NSW 2751, Australia.

E Corresponding author. Email: J.Aldrich-Wright@westernsydney.edu.au

Australian Journal of Chemistry 73(10) 956-968 https://doi.org/10.1071/CH19528
Submitted: 17 October 2019  Accepted: 28 November 2019   Published: 23 April 2020

Abstract

A series of complexes of the type rac-[Ru(N4-TL)(PL)]2+ (where N4-TL = 1,6-di(2′-pyridyl)-2,5-dimethyl-2,5-diazahexane (picenMe2, N4-TL-2) and PL = 1,10-phenanthroline (phen, Ru-2), dipyrido[3,2-d:2′,3′-f]quinoxaline (dpq, Ru-3), 7,8-dimethyl-dipyrido[3,2-a:2′,3′-c]phenazine (dppzMe2, Ru-4), 2-phenyl-1H-imidazo[4,5-f][1,10]phenanthroline (phenpyrBz, Ru-5), 2-(p-tolyl)-1H-imidazo[4,5-f][1,10]phenanthroline (phenpyrBzMe, Ru-6), and 2-(4-nitrophenyl)-1H-imidazo[4,5-f][1,10]phenanthroline (phenpyrBzNO2, Ru-7), were synthesised. All structures were confirmed using NMR, electrospray ionisation mass spectrometry (ESI-MS), high-performance liquid chromatography (HPLC), and UV analysis and for four complexes X-ray crystallography. The in vitro cytotoxicity assays revealed that Ru-6 was 5, 10, and 40-fold more potent than oxaliplatin, cisplatin, and carboplatin, respectively.


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