Biomolecule binding vs. anticancer activity: Reactions of Ru(arene)[(thio)pyr-(id)one] compounds with amino acids and proteins

Author(s)
Samuel Matthias Meier, Wolfgang Kandioller, Bernhard Keppler, Christian Hartinger
Abstract

The interactions of the ruthenium(arene) complexes [chlorido(eta(6)-p-cymene)(2-methyl-3-(oxo-kappa O)-4H-pyran-4-onato-kappa O)ruthenium(II)] 1, [chlorido(eta(6)-p-cymene)(2-methyl-3-(oxo-kappa O)-4H-thiopyran-4-onato-kappa S)ruthenium(II)] 2 and [chlorido(eta(6)-p-cymene){N-[(ethoxycarbonyl)methyl]-3-(oxo-kappa O)-1H-pyrid-2-onato-kappa O}ruthenium(II)] 3 with biomolecules such as L-methionine (Met) and ubiquitin (Ub) were investigated by electrospray ionization (ESI) ion trap mass spectrometry (MS). These Ru-II compounds were shown to exhibit anticancer activity which varies depending on the (thio)pyr(id)onato ligands. Compounds 1 and 3 reacted readily with the model protein Ub to yield stable [Ub + Ru(p-cym)] adducts (p-cym = eta(6)-p-cymene), whereas 2 was converted only to a minor degree. The protein adduct formation is reversible by incubation with N- and S-donor systems, the latter being more efficient. From these studies, an inverse correlation between metallodrug-protein interaction and cytotoxicity against human tumor cell lines was derived, where low protein binding ability is indicative of increased cytotoxic activity.

Organisation(s)
Department of Inorganic Chemistry
Journal
Journal of Inorganic Biochemistry
Volume
108
Pages
91-95
No. of pages
5
ISSN
0162-0134
DOI
https://doi.org/10.1016/j.jinorgbio.2011.08.011
Publication date
2012
Peer reviewed
Yes
Austrian Fields of Science 2012
104003 Inorganic chemistry, 106002 Biochemistry
Portal url
https://ucrisportal.univie.ac.at/en/publications/ffa34ed7-ca1b-4aa9-9b8d-c0344db744bf