Skiba, Joanna and Kowalczyk, Aleksandra and Staczek, Pawel and Bernas, Tytus and Trzybinski, Damian and Wozniak, Krzysztof and Schatzschneider, Ulrich and Czerwieniec, Rafal and Kowalski, Konrad (2019) Luminescent fac-[Re(CO)(3)(phen)] carboxylato complexes with non-steroidal anti-inflammatory drugs: synthesis and mechanistic insights into the in vitro anticancer activity of fac-[Re(CO)(3)(phen)(aspirin)]. NEW JOURNAL OF CHEMISTRY, 43 (2). pp. 573-583. ISSN 1144-0546, 1369-9261
Full text not available from this repository. (Request a copy)Abstract
Four fac-[Re(CO)(3)(phen)(L)] complexes with phen = 1,10-phenanthroline and L = a non-steroidal anti-inflammatory drug (NSAID) carboxylate ligand were obtained from the reaction of fac-[ReCl(CO)(3)(phen)] with ligands such as aspirin, (S)-(+)-ibuprofen, (S)-(+)-naproxen and indomethacin. Single-crystal X-ray diffraction analysis revealed a pseudo-octahedral coordination of the rhenium atom whereas the NSAID carboxylates act as monodentate ligands. The complexes show orange luminescence in polar solvents. Of the four compounds obtained, only fac-[Re(CO)(3)(phen)(aspirin)] exhibited activity against HeLa human cancer cells while it was inactive against the non-tumorigenic mouse L929 cell line. After uptake and dissociation in HeLa cells, the fac-[Re(CO)(3)(phen)(aspirin)] complex produces the luminescent fac-[Re(CO)(3)(phen)](+) cation, which predominantly accumulates in the mitochondria but does not penetrate to the nucleus, as shown by confocal microscopy. Once generated, the fac-[Re(CO)(3)(phen)](+) cation reversibly binds to hen egg white lysozyme (HEWL) while the aspirin ligand holds the ability to inhibit the COX-2 enzyme. The anticancer activity of the fac-[Re(CO)(3)(phen)(aspirin)] complex could be linked to ROS production, and cell cycle disturbance followed by triggering an apoptotic pathway of cell death.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | TRANSITION-METAL-COMPLEXES; LOWEST EXCITED-STATE; LOW-DOSE ASPIRIN; ACETYLSALICYLIC-ACID; ORGANOMETALLIC COMPLEXES; CANCER; FERROCENYL; OPPORTUNITY; INHIBITION; ABSORPTION; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Physikalische und Theoretische Chemie > Chair of Chemistry III - Physical Chemistry (Molecular Spectroscopy and Photochemistry) > Prof. Dr. Hartmut Yersin |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 27 Apr 2020 08:28 |
| Last Modified: | 27 Apr 2020 08:28 |
| URI: | https://pred.uni-regensburg.de/id/eprint/27727 |
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