@article {16152, title = {Spectroscopy, electrochemistry and antiproliferative properties of Au(iii), Pt(ii) and Cu(ii) complexes bearing modified 2,2{\textquoteright}:6{\textquoteright},2{\textquoteright}{\textquoteright}-terpyridine ligands}, journal = {Dalton Trans}, volume = {47}, year = {2018}, note = {

Maron, AnnaCzerwinska, Katarzyna
Machura, Barbara
Raposo, Luis
Roma-Rodrigues, Catarina
Fernandes, Alexandra R
Malecki, Jan G
Szlapa-Kula, Agata
Kula, Slawomir
Krompiec, Stanislaw
eng
England
Dalton Trans. 2018 May 8;47(18):6444-6463. doi: 10.1039/c8dt00558c.

}, month = {2018}, pages = {6444-6463}, abstract = {

Structural, spectroscopic and electrochemical properties of six complexes [AuCl(L1)](PF6)2.CH3CN (1), [AuCl(L2)](PF6)2 (2), [PtCl(L1)](BPh4).CH3CN (3), [PtCl(L2)](SO3CF3) (4), [CuCl2(L1)] (5) and [CuCl2(L2)].CH3CN (6) with modified 2,2{\textquoteright}:6{\textquoteright},2{\textquoteright}{\textquoteright}-terpyridine ligands, 4{\textquoteright}-(4-methoxyphenyl)-2,2{\textquoteright}:6{\textquoteright},2{\textquoteright}{\textquoteright}-terpyridine (L1) and 4{\textquoteright}-(4-methoxynaphthalen-1-yl)-2,2{\textquoteright}:6{\textquoteright},2{\textquoteright}{\textquoteright}-terpyridine (L2) were thoroughly investigated and a significant role of the substituent (4-methoxyphenyl or 4-methoxynaphthalen-1-yl) and the metal center was demonstrated. The naphthyl-based substituent was found to increase the emission quantum yield of the luminescent Au(iii) and Pt(ii) complexes. Furthermore, the antiproliferative potential of the reported complexes was examined towards human colorectal (HCT116) and ovarian (A2780) carcinoma cell lines as well as towards normal human fibroblasts. The Au(iii) complex 2 and Cu(ii) complex 5 were found to have a higher antiproliferative effect on HCT116 colorectal and A2780 ovarian carcinoma cells when compared with the Pt(ii) complex with the same ligand (4). The order of cytotoxicity in both cell lines is 2 \> 6 \> 1 \> 3 \> 4. Complex 2 seems to be more cytotoxic towards HCT116 and A2780 cancer cell lines with IC50 values 300x and 130x higher in normal human fibroblasts compared to the respective cancer cells. The viability loss induced by the complexes agrees with Hoechst 33258 staining and the typical morphological apoptotic characteristics like chromatin condensation and nuclear fragmentation and flow cytometry assay. The induction of apoptosis correlates with the induction of reactive oxygen species (ROS). Fluorescence microscopy analysis indicates that after 3 h of incubation, complexes 1-4 are localized inside HCT116 cells and the high levels of internalization correlate with their cytotoxicity.

}, keywords = {*Electrochemical Techniques, *Luminescent Measurements, Antineoplastic Agents/chemical synthesis/chemistry/*pharmacology, Apoptosis/drug effects, Cell Proliferation/drug effects, Cell Survival/drug effects, Dose-Response Relationship, Drug, Drug Screening Assays, Antitumor, Humans, Ligands, Organometallic Compounds/chemical synthesis/chemistry/*pharmacology, Pyridines/chemistry/*pharmacology, Quantum Theory, Reactive Oxygen Species/metabolism, Structure-Activity Relationship, Tumor Cells, Cultured}, isbn = {1477-9234 (Electronic)1477-9226 (Linking) }, url = {https://www.ncbi.nlm.nih.gov/pubmed/29688241}, author = {Maron, A. and Czerwinska, K. and Machura, B. and Raposo, L. and Roma-Rodrigues, C. and Fernandes, A. R. and Malecki, J. G. and Szlapa-Kula, A. and Kula, S. and Krompiec, S.} }