Synthesis, characterisation and biological activity of the ruthenium(II) complexes of the N4-tetradentate (N4-TL), 1,6-di(2'-pyridyl)-2,5-dibenzyl-2,5-diazahexane (picenBz2)

Aleksandra Bjelosevic; Jennette Sakoff; Jayne Gilbert; Yingjie Zhang; Brondwyn McGhie; Christopher Gordon; Janice R Aldrich-Wright

doi:10.1016/j.jinorgbio.2021.111629

Synthesis, characterisation and biological activity of the ruthenium(II) complexes of the N₄-tetradentate (N₄-T_L), 1,6-di(2'-pyridyl)-2,5-dibenzyl-2,5-diazahexane (picenBz₂)

J Inorg Biochem. 2022 Jan:226:111629. doi: 10.1016/j.jinorgbio.2021.111629. Epub 2021 Oct 26.

Authors

Aleksandra Bjelosevic¹, Jennette Sakoff², Jayne Gilbert², Yingjie Zhang³, Brondwyn McGhie¹, Christopher Gordon¹, Janice R Aldrich-Wright⁴

Affiliations

¹ School of Science, Western Sydney University, Locked Bag 1797, Penrith South DC, 2751, NSW, Australia.
² Calvary Mater Newcastle Hospital, Waratah, NSW 2298, Australia.
³ Australian Nuclear Science and Technology Organisation, Locked Bag 2001, Kirrawee DC, NSW 2232, Australia.
⁴ School of Science, Western Sydney University, Locked Bag 1797, Penrith South DC, 2751, NSW, Australia; School of Medicine, Western Sydney University, Locked Bag 1797, Penrith South DC, 2751, NSW, Australia. Electronic address: J.Aldrich-Wright@westernsydney.edu.au.

PMID: 34740037
DOI: 10.1016/j.jinorgbio.2021.111629

Abstract

A series of complexes of the type rac-cis-β-[Ru(N₄-T_L)(N₂-bidentates)]²⁺ (where N₄-T_L = 1,6-di(2'-pyridyl)-2,5-dibenzyl-2,5-diazahexane (picenBz₂, N₄-T_L-2) and N₂-bidentates = 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 (dppzMe_2,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), 2-(4-nitrophenyl)-1H-imidazo[4,5-f][1,10]phenanthroline (phenpyrBzNO_2,Ru-7), were synthesised and characterised and X-ray crystallography of Ru-5 obtained. The in vitro cytotoxicity assays revealed that Ru-6 was 5, 2 and 19-fold more potent than oxaliplatin, cisplatin, and carboplatin, respectively displaying an average GI₅₀ value of ≈ 0.76 μM against a panel of 11 cancer cell lines.

Keywords: Cell growth inhibition; N(4)-tetradentate; Ruthenium.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Cell Line
Coordination Complexes* / chemical synthesis
Coordination Complexes* / chemistry
Coordination Complexes* / pharmacology
Cytotoxins* / chemical synthesis
Cytotoxins* / chemistry
Cytotoxins* / pharmacology
Humans
Ruthenium / chemistry*

Substances

Coordination Complexes
Cytotoxins
Ruthenium