Physicochemical Studies and Anticancer Potency of Ruthenium eta(6)-p-Cyrnene Complexes Containing Antibacterial Quinolones

Author(s)
Jakob Kljun, Anna Bytzek, Wolfgang Kandioller, Caroline Bartel, Michael Jakupec, Christian Hartinger, Bernhard Keppler, Iztok Turel
Abstract

With the aim of exploring the anticancer properties of organometallic compounds with bioactive ligands, Ru-(arene) compounds of the antibacterial quinolones nalidixic acid (2) and cinoxacin (3) were synthesized, and their physicochemical properties were compared to those of chlorido(e-p-cymene) (ofloxacinato-kappa O-2,O) ruthenium (II) (1). All compounds undergo a rapid. ligand exchange reaction from chlorido to aqua species. 2 and 3 are significantly more stable than 1 and undergo minor conversion to an unreactive [(cym)Ru(mu-OH)(3)Ru-(cym)](+) species (cym = eta(6)-p-cymene). In the presence of human serum albumin 1-3 form adducts with this transport protein within 20 min of incubation. With guanosine 5'-monophosphate (5'-GMP; as a simple model for reactions with DNA) very rapid reactions yielding adducts via its N7 atom were observed, sllustrating that DNA is a possible target for this compound class. A moderate capacity of inhibiting tumor cell proliferation in vitro was observed for 1 in CH1 ovarian cancer cells, when as 2 and 3 turned out to be inactive.

Organisation(s)
Department of Inorganic Chemistry
External organisation(s)
University of Ljubljana
Journal
Organometallics
Volume
30
Pages
2506-2512
No. of pages
7
ISSN
0276-7333
DOI
https://doi.org/10.1021/om101180c
Publication date
2011
Peer reviewed
Yes
Austrian Fields of Science 2012
104003 Inorganic chemistry, 301305 Medical chemistry, 104015 Organic chemistry
Sustainable Development Goals
SDG 3 - Good Health and Well-being
Portal url
https://ucrisportal.univie.ac.at/en/publications/2956599f-1baf-4fa8-9839-cdb825ff15cb