Cycloplatinated(II) complexes bearing 1,1 '-bis(diphenylphosphino)ferrocene ligand: biological evaluation and molecular docking studies

by Fereidoonnezhad, Masood; Shahsavari, Hamid R.; Abedanzadeh, Sedigheh; Behchenari, Behnoosh; Hossein-Abadi, Mojdeh; Faghih, Zahra; Beyzavi, Hudson

In this study, the cytotoxic activities of structurally related cycloplatinated(II) complexes containing chelating and bridging 1,1'-bis(diphenylphosphino) ferrocene (dppf) ligand derived from a wide range of CN cyclometalating ligands (vpy = deprotonated 2-vinylpyridine, bzq = deprotonated benzo[h]quinoline, bpy = deprotonated 2,2'-bipyridine, bpyO = deprotonated 2,2'-bipyridine N-oxide, and ppy = deprotonated 2-phenylpyridine), were evaluated against human lung (A549), ovarian (SKOV3) and breast (MCF-7) cancer cell lines. The most cytotoxic compounds, 2a, 2c and 2d, effectively produced cell death by inducing apoptosis in the A549, SKOV3 and MCF-7 cancer cell lines. In addition, the molecular docking simulation was performed to determine the specific binding mode and the orientation of binding to DNA. According to the results of biological evaluation, the dppf-containing cycloplatinated(II) complexes exhibited strong interactions with DNA as well as high cytotoxicity and apoptosis-inducing activities to human cancer cell line. The present study suggests that precise rational design of new platinum-based complexes would result in the preparation of potential anticancer drugs, which can induce facile apoptosis.

Journal
New Journal of Chemistry
Volume
42
Issue
4
Year
2018
Start Page
2385
ISBN/ISSN
1369-9261; 1144-0546
DOI
10.1039/c7nj04183g