Impact of various lipophilic substituents on ruthenium(II), rhodium(III) and iridium(III) salicylaldimine-based complexes: synthesis, in vitro cytotoxicity studies and DNA interactions

Impact of various lipophilic substituents on ruthenium(II), rhodium(III) and iridium(III)... A series of bidentate salicylaldimine ligands was prepared and reacted with either [RuCl(µ-Cl)(p-cymene)] , [RhCl(µ-Cl) (Cp*)] or [IrCl(µ-Cl)(Cp*)] . All of the compounds were characterised using an array of spectroscopic and analytical 2 2 techniques, namely, nuclear magnetic resonance (NMR) spectroscopy, infrared (IR) spectroscopy and mass spectrometry. Single crystal X-ray diffraction (XRD) was used to confirm the bidentate coordination mode of the salicylaldimine ligand to the metal centre. The platinum group metal (PGM) complexes were screened against the MCF7 breast cancer cell line. The ruthenium and iridium salicylaldimine complexes showed comparable or greater cytotoxicity than cisplatin against the MCF7 cancer cells, as well as greater cytotoxicity than their rhodium counterparts. Three of the salicylaldimine complexes showed potent activity in the range 18–21 µM. Two of these complexes had a greater affinity for cancerous cells than for CHO non-cancerous cells (SI > 4). Preliminarymechanistic studies suggest that the ruthenium complexes undergo solvation prior to 5′-GMP binding, whereas the iridium complexes were inert to the solvation process. Crystallographic data: CCDC 1572708 (11), CCDC 1572709 (12), CCDC 1572710 (13). * Gregory S. Smith Gregory.Smith@uct.ac.za Department of Chemistry, University of Cape Town, Rondebosch 7701, South Africa Department of Human Biology, University of Cape Town, Medical School, Observatory 7925, South Africa Vol.:(0123456789) 1 http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png JBIC Journal of Biological Inorganic Chemistry Springer Journals

Impact of various lipophilic substituents on ruthenium(II), rhodium(III) and iridium(III) salicylaldimine-based complexes: synthesis, in vitro cytotoxicity studies and DNA interactions

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Publisher
Springer Berlin Heidelberg
Copyright
Copyright © 2018 by SBIC
Subject
Life Sciences; Biochemistry, general; Microbiology
ISSN
0949-8257
eISSN
1432-1327
D.O.I.
10.1007/s00775-018-1567-3
Publisher site
See Article on Publisher Site

Abstract

A series of bidentate salicylaldimine ligands was prepared and reacted with either [RuCl(µ-Cl)(p-cymene)] , [RhCl(µ-Cl) (Cp*)] or [IrCl(µ-Cl)(Cp*)] . All of the compounds were characterised using an array of spectroscopic and analytical 2 2 techniques, namely, nuclear magnetic resonance (NMR) spectroscopy, infrared (IR) spectroscopy and mass spectrometry. Single crystal X-ray diffraction (XRD) was used to confirm the bidentate coordination mode of the salicylaldimine ligand to the metal centre. The platinum group metal (PGM) complexes were screened against the MCF7 breast cancer cell line. The ruthenium and iridium salicylaldimine complexes showed comparable or greater cytotoxicity than cisplatin against the MCF7 cancer cells, as well as greater cytotoxicity than their rhodium counterparts. Three of the salicylaldimine complexes showed potent activity in the range 18–21 µM. Two of these complexes had a greater affinity for cancerous cells than for CHO non-cancerous cells (SI > 4). Preliminarymechanistic studies suggest that the ruthenium complexes undergo solvation prior to 5′-GMP binding, whereas the iridium complexes were inert to the solvation process. Crystallographic data: CCDC 1572708 (11), CCDC 1572709 (12), CCDC 1572710 (13). * Gregory S. Smith Gregory.Smith@uct.ac.za Department of Chemistry, University of Cape Town, Rondebosch 7701, South Africa Department of Human Biology, University of Cape Town, Medical School, Observatory 7925, South Africa Vol.:(0123456789) 1

Journal

JBIC Journal of Biological Inorganic ChemistrySpringer Journals

Published: May 30, 2018

References

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