Start Publications Synthesis and characterization of eta(6)-p-cymene ruthenium(II) ...
KSV NIMA

Synthesis and characterization of eta(6)-p-cymene ruthenium(II) complexes containing alkyl- and methoxy-substituted triarylphosphines

Year: 2021

Journal: J. Organomet. Chem., Volume 931, JAN 1

Authors: Lao Guimaraes, Ivelise Dimbarre; Marszaukowski, Flavia; Ribeiro, Renan; de Lazaro, Sergio Ricardo; de Oliveira, Katia Mara; Batista, Alzir Azevedo; Castellen, Patricia; Wrobel, Ellen; Garcia, Jarem Raul; Boere, Rene T.; Wohnrath, Karen

Organizations: Brazilian agency (CNPq PVE) [401271/2014-5]; Brazilian agency (CAPES); NSERC Canada; Brazilian agency (CNPq) [432226/2018-4]

Keywords: Ruthenium-arene complexes; Triarylphosphines; Cyclic voltammetry; Cytotoxicity assays; Lipophilicity; Langmuir monolayers

Neutral Ru(II)-arene complexes [Ru(eta(6)-p-cymene)(PAr3)Cl-2], PAr3 where Ar = 3,5-((CH3)(3)C)(2)C6H3 -, 3,5(CH3)(2)C6H3 -, 4-CH3O-3,5-(CH3)(2)C6H2- and 4-CH3O-C6H4- were synthetized and fully characterized including single-crystal X-ray diffraction. The ligands have empirical logPow = 10.29, 7.38, 7.08, 5.43 (vs . PPh3 = 5.14). They have sufficiently low solubility to form Langmuir monolayers on water in accordance with overall molecular sizes. Density functional theory (DFT) calculations were performed to determine the molecular and electronic structures and to interpret the results of voltammetry and UV- Vis spectroscopy. Cytotoxicity assays were evaluated against MRC-5 (non-tumoral lung), A549 (lung cancer) and MDA-MB-231 (breast cancer) cell lines. The complexes with Ar = 3,5-((CH3)(3)C)(2)C6H3 -, 4-CH3O3,5-(CH3)(2)C6H2- and 4-CH3O-C6H4- show high cytotoxicity, whilst the first complex is inactive towards the (healthy) MRC-5 cell line, indicating a degree of selectivity. (C) 2020 Elsevier B.V. All rights reserved.