Ru(II)‐Nitrophenylhydrazine/Chlorophenylhydrazine Complexes: Nanoarchitectonics, Biological Evaluation and In silico Study

Author:

Eichhorn Thomas1,Đošić Marko2,Dimić Dušan2ORCID,Morgan Ibrahim3ORCID,Milenković Dejan4,Rennert Robert3ORCID,Amić Ana5,Marković Zoran5,Kaluđerović Goran N.1ORCID,Dimitrić Marković Jasmina2

Affiliation:

1. Department of Engineering and Natural Sciences University of Applied Sciences Merseburg Eberhard-Leibnitz-Str. 2 06217 Merseburg Germany

2. Faculty of Physical Chemistry University of Belgrade Studentski trg 12–16 11000 Belgrade Serbia

3. Department of Bioorganic Chemistry Leibniz Institute of Plant Biochemistry Weinberg 3 06120 Halle (Saale) Germany

4. Institute for Information Technologies University of Kragujevac Jovana Cvijica bb 34000 Kragujevac Serbia

5. Department of Chemistry Josip Juraj Strossmayer University of Osijek Ulica cara Hadrijana 8 A 31000 Osijek Croatia

Abstract

AbstractRu(II)‐arene compounds are being investigated as anticancer agents due to the biocompatibility of ruthenium and their structural diversity. Two newly synthesized Ru(II) complexes, [RuCl(η6p‐cymene)(3‐DNPH)] (chlorido(η6p‐cymene)(3‐nitrophenylhydrazine‐k2N,N′)ruthenium(II)) (1) and [RuCl(η6p‐cymene)(3‐CNPH)] (chlorido(3‐chlorophenylhydrazine‐k2N,N′)(η6p‐cymene)ruthenium(II)) (2), are experimentally (IR, NMR) and theoretically (B3LYP/6‐31+G(d,p)(H,C,N,Cl)/LanL2DZ(Ru)) characterized. Experimental and theoretical values of 1H and 13C chemical shifts and position of the most intense vibrational bands showed high correlation coefficients and low mean absolute errors, proving the predicted structure and applicability of the selected level of theory. Cell viability studies performed on MDA‐MB‐468, BT‐474, and PC3 cells using MTT and CV assay indicated the activity of the second complex similar to the activity of cisplatin towards BT‐474 breast cancer cells. The spectrofluorimetric measurements of Bovine Serum Albumin showed the binding process‘s spontaneity of complexes and protein, with a binding energy of around −30 kJ mol−1. Detailed molecular docking analysis allowed the elucidation of the binding mechanism through specific intermolecular interactions. Both compounds showed a higher affinity towards BSA than naproxen and cisplatin. Molecular docking simulations proved the spontaneity of the complexes binding to DNA. Based on these promising results, further biological examinations of these compounds are advised.

Publisher

Wiley

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