Synthesis, crystal structure and biological characterization of a novel palladium(II) complex with a coumarin-derived ligand

Autor(en)
Elzbieta Budzisz, Bernhard Keppler, Gerald Giester, Magdalena Wozniczka, Aleksander Kufelnicki, Barbara Nawrot
Abstrakt

Methyl 2-methyl-4-oxo-4H-chromene-3-carboxylate (1) was treated with 25% aqueous ammonia to give 3-(1-aminoethylidene)-2H-chromene-2,4(3H)-dione (2). Compound 2 was used as a ligand for the formation of a palladium(II) complex. The structures of the ligand and its palladium complex 3 were determined by IR and 1H NMR spectroscopy, FAB mass spectrometry and elemental analysis. The single-crystal X-ray structure of 3 was also solved. Ligand 2 in 20% dioxane solution shows two protonation constants - log ß11 = 4.28 ‘ 0.01 and log ß12 = 7.66 ‘ 0.03. In complex 3 two ligand molecules chelate to the Pd ion through their N and O donors, giving a four-coordinate PdII center with a cis-N2O 2 donor set. The coordination geometry at PdII is square-planar with typical values for the distances from the Pd atom to the coordinated atoms. The cytotoxicity of compound 3 was determined on three cancer cell lines. IC50 values of 9.7, 7.8 and 7.8 nM were found for A546, HeLa and K562 cells, respectively, which is notably lower than carboplatin, which shows corresponding IC50 values of 105.98, 73.49 and 60.92 œM. Double-stranded DNA treated with 3 shows a significant increase in the ?e value in the CD spectra, as well as a lower electrophoretic mobility than parent DNA. Œ Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Organisation(en)
Institut für Anorganische Chemie, Institut für Mineralogie und Kristallographie
Externe Organisation(en)
Medical University of Lodz, Polish Academy of Sciences (PAS)
Journal
European Journal of Inorganic Chemistry
Seiten
4412-4419
Anzahl der Seiten
8
ISSN
1434-1948
Publikationsdatum
2004
Peer-reviewed
Ja
ÖFOS 2012
1051 Geologie, Mineralogie
Sustainable Development Goals
SDG 3 – Gesundheit und Wohlergehen
Link zum Portal
https://ucrisportal.univie.ac.at/de/publications/8e7e0f78-41ff-40eb-b9ae-236d405c0c55