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New Platinum (II) and Palladium (II) Complexes of Coumarin-Thiazole Schiff Base With a Fluorescent Chemosensor Properties: Synthesis, Spectroscopic Characterization, X-ray Structure Determination, in Vitro Anticancer Activity on Various Human Carcinoma Cell Lines and Computational Studies

New Platinum (II) and Palladium (II) Complexes of Coumarin-Thiazole Schiff Base With a Fluorescent Chemosensor Properties: Synthesis, Spectroscopic Characterization, X-ray Structure Determination, in Vitro Anticancer Activity on Various Human Carcinoma Cell Lines and Computational Studies

Ömer Şahin, Ümmühan Özmen Özdemir, Nurgül Seferoğlu, Zuhal Karagöz Genc, Kerem Kaya, Burcu Aydıner, Suat Tekin, Zeynel Seferoğlu

J Photochem Photobiol B. 2018 Jan;178:428-439.

PMID: 29216566

Abstract:

A new coumarin-thiazole based Schiff base (Ligand, L) and its Pd(II), Pt(II) complexes; ([Pd(L)2] and [Pt(L)2]), were synthesized and characterized using spectrophotometric techniques (NMR, IR, UV-vis, LC-MS), magnetic moment, and conductivity measurements. A single crystal X-ray analysis for only L was done. The crystals of L have monoclinic crystal system and P21/c space group. To gain insight into the structure of L and its complexes, we used density functional theory (DFT) method to optimize the molecules. The photophysical properties changes were observed after deprotonation of L with CN- via intermolecular charge transfer (ICT). Additionally, as the sensor is a colorimetric and fluorimetric cyanide probe containing active sites such as coumarin-thiazole and imine (CH=N), it showed fast color change from yellow to deep red in the visible region, and yellow fluorescence after CN- addition to the imine bond, in DMSO. The reaction mechanisms of L with CN-, F- and AcO- ions were evaluated using 1H NMR shifts. The results showed that, the reaction of L with CN- ion was due to the deprotonation and addition mechanisms at the same time. The anti-cancer activity of L and its Pd(II) and Pt(II) complexes were evaluated in vitro using MTT assay on the human cancer lines MCF-7 (human breast adenocarcinoma), LS174T (human colon carcinoma), and LNCAP (human prostate adenocarcinoma). The anti-cancer effects of L and its complexes, on human cells, were determined by comparing the half maximal inhibitory concentration (IC50) values. The activity results showed that, the Pd(II) complex of L has higher anti-tumor effect than L and its Pt(II) complex against the tested human breast adenocarcinoma (MCF-7), human prostate adenocarcinoma (LNCAP), and human colon carcinoma (LS174T) cell lines.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP2035667	Palladium(II) cyanide		2035-66-7	Price

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