The First Ruthenium-Based Paullones
- Author(s)
- Wolfgang Schmid, Stefanie Zorbas-Seifried, Roland John, Vladimir Arion, Michael Jakupec, Alexander Roller, Mathea Sophia Galanski, Ion Chiorescu, Haralabos Zorbas, Bernhard Keppler
- Abstract
Two novel paullone derivatives, namely, 6-(?-picolylamino)-7,12- dihydroindolo[3,2-d][1]benzazepine (L1) and 9-bromo6-(?- picolylamino)-7,12-dihydroindolo[3,2-d][1]benzazepine (L2), have been prepared. The reaction of cis-[RuCl2-(DMSO)4] (DMSO = dimethyl sulfoxide) with L1 and L2 in a 1:1 molar ratio in dry ethanol at 50°C afforded the complexes trans-[RuIICl 2(DMSO)2L1] (1a) and trans-[Ru IICl2(DMSO)2L2] (1b) in 26 and 30% yield, respectively. The reaction carried out from the same starting compounds in a 1:2 molar ratio at 75°C led to the formation of [Ru IICI(DMSO)(L1)2]Cl (2a) and [Ru IICI(DMSO)(L2)2]Cl (2b) in 16 and 23% yield, correspondingly. The products were characterized by elemental analysis, one- and two-dimensional NMR spectroscopy, electrospray ionization mass spectrometry, IR spectroscopy, electronic spectra, cyclic voltammetry, and X-ray crystallography (L1, L2, 1a, and 2b). Complexes 2a and 2b exhibit remarkable antiproliferative activity in three human carcinoma cell lines, A549 (non-small cell lung carcinoma), CH1 (ovarian carcinoma), and SW480 (colon carcinoma). The novel complexes show an intercalative mode of interaction with DNA, which may render them attractive alternatives to metal compounds with a coordinative mode of interaction. © 2007 American Chemical Society.
- Organisation(s)
- Department of Inorganic Chemistry
- External organisation(s)
- Max-Planck-Institut für Chemie (Otto-Hahn-Institut), Ludwig-Maximilians-Universität München
- Journal
- Inorganic Chemistry
- Volume
- 46
- Pages
- 3645-3656
- No. of pages
- 12
- ISSN
- 0020-1669
- Publication date
- 2007
- Peer reviewed
- Yes
- Austrian Fields of Science 2012
- 104003 Inorganic chemistry, 106002 Biochemistry, 301303 Medical biochemistry
- Portal url
- https://ucrisportal.univie.ac.at/en/publications/985d6f28-7ac2-47f2-8e83-bba55a20054d