Naphthoquinones of natural origin: Aqueous chemistry and coordination to half-sandwich organometallic cations

Author(s)
Janos P. Meszaros, Heiko Geisler, Jelena M. Poljarevic, Alexander Roller, Maria S. Legina, Michaela Hejl, Michael A. Jakupec, Bernhard K. Keppler, Wolfgang Kandioller, Eva A. Enyedy
Abstract

Half-sandwich organometallic complexes featuring Ru(II), Os(II) and Rh(III) metal centers and naturally occurring bidentate 2-hydroxy-[1,4]-naphthoquinone ligands (lawsone and phthiocol) have been synthesized and characterized in both solid state and solution phase by analytical, spectroscopic, electrochemical and single crystal X-ray diffraction techniques. Comparative studies revealed the influence of the respective metal center (Ru, Os, Rh), leaving group (Cl, Br, I) and arene (p-cymene, toluene, pentamethylcyclopentadienyl), as well as the naphthoquinone ligand on the structural properties and solution speciation. Additionally, cytotoxicity was tested in SW480, CH1/PA-1 and A549 human cancer cell lines showing a broad range of IC50 values. (C) 2019 Elsevier B.V. All rights reserved.

Organisation(s)
Department of Inorganic Chemistry, Core Facility Crystal Structure Analysis
External organisation(s)
University of Szeged, University of Belgrade, University of Vienna
Journal
Journal of Organometallic Chemistry
Volume
907
No. of pages
10
ISSN
0022-328X
DOI
https://doi.org/10.1016/j.jorganchem.2019.121070
Publication date
02-2020
Peer reviewed
Yes
Austrian Fields of Science 2012
104003 Inorganic chemistry, 104015 Organic chemistry
Keywords
ASJC Scopus subject areas
Materials Chemistry, Biochemistry, Inorganic Chemistry, Physical and Theoretical Chemistry, Organic Chemistry
Sustainable Development Goals
SDG 3 - Good Health and Well-being
Portal url
https://ucrisportal.univie.ac.at/en/publications/6df81a22-75ee-462c-b7be-ec9b7edadd63