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Photochem Photobiol. 2015 Sep-Oct;91(5):1191-202. doi: 10.1111/php.12485. Epub 2015 Aug 8.

A Family of Potent Ru(II) Photosensitizers with Enhanced DNA Intercalation: Bimodal Photokillers.

Author information

1
Laboratory of Organic Chemistry, Department of Chemistry, University of Athens, Athens, Greece.
2
Institute of Cancer Research, Department of Radiation Biology, The Norwegian Radium Hospital, Oslo University Hospital, Oslo, Norway.
3
Laboratory of Cellular Immunology, Department of Microbiology, Hellenic Pasteur Institute, Athens, Greece.
4
Division of Physical Chemistry, Institute of Nanoscience and Nanotechnology, NCSR Demokritos, Aghia Paraskevi, Greece.

Abstract

A new family of Ru(II)-based photosensitizers was synthesized and systematically characterized. The ligands employed to coordinate the ruthenium metal center were the commercially available 2,2'-bipyridine and a pyridine-quinoline hybrid bearing an anthracene moiety. The complexes obtained carry either PF6- or Cl(-) counterions. These counterions determine the complexes' hydrophobic or hydrophilic character, respectively, therefore dictating their solubility in biologically related media. All photosensitizers exhibit characteristic, relatively strong and wide UV-Vis absorption spectral profiles. Their high efficiency in generating cytotoxic singlet oxygen was established (up to ΦΔ ~0.8). Moreover, the interaction of these photosensitizers with double-stranded DNA was studied fluoro- and photospectroscopically and their binding affinities were found to be of the order of 3 × 10(7)  M(-1) . All complexes are photocytotoxic to DU145 human prostate cancer cells. The highest light-induced toxicity was conferred by the photosensitizers bearing Cl(-) counterions, probably due to the looser ionic "chaperoning" of Cl(-) , in comparison to PF6-, leading to higher cell internalization.

PMID:
26118404
DOI:
10.1111/php.12485
[Indexed for MEDLINE]

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