Synthesis, characterization and anticancer activities of cationic η6-p-cymene ruthenium(II) complexes containing phosphine and nitrogenous ligands

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dc.contributor.authorGuimaraes, Ivelise D. L.
dc.contributor.authorMarszaukowski, Flávia
dc.contributor.authorRutka, Priscila B.
dc.contributor.authorBorge, Luis F.
dc.contributor.authorRibeiro, Renan A. P.
dc.contributor.authorRicardo de Lazaro, Sergio
dc.contributor.authorCastellen, Patrícia
dc.contributor.authorSagoe-Wagner, Araba
dc.contributor.authorGolsteyn, Roy M.
dc.contributor.authorBoeré, René T.
dc.contributor.authorWohnrath, Karen
dc.date.accessioned2022-08-26T19:15:54Z
dc.date.available2022-08-26T19:15:54Z
dc.date.issued2022
dc.descriptionAccepted author manuscript. en_US
dc.description.abstractRuthenium-based anticancer agents have created a center of attention in the field of inorganic medicinal chemistry. The first fully characterized cationic ruthenium(II)-arene complexes [Ru(η6-p-cymene) (PAr3)LNCl]+ with highly lipophilic PAr3 ligands where Ar = 3,5-((CH3)3C)2C6H3– (L1), 3,5-(CH3)2C6H3– (L2), 4-CH3O-3,5-(CH3)2C6H2– (L3) and 4-CH3O-C6H4– (L4) with N = 3-methylpyridine (1–4, respectively), or L4 and 4-methylpyridine (5), or L4 and CH3CN (6) were obtained (yields 67–91%) as solids stable to light and air. Electrical conductance indicates that all the complexes are 1:1 electrolytes in solution. Their composition and purity have been unambiguously established by single-crystal X-ray diffraction, NMR spectroscopy and elemental analysis. The coordination geometries are uniform for all six complexes and each structure consist of a unipositive complex cation bearing the phosphine ligands L1-L4 and LN = 3-methylpyridine, 4-methylpyridine or CH3CN attached to the organometallic fragment. The equivalent unit cell volumes per formula unit decrease with 1 > 3 > 2 > 4 > 5 > 6, accurately reflecting the decreasing sizes of the phosphines L1-L4, and a greater occupied volume for 3-methyl- vs. 4-methylpyridine, and the smallest volume contribution from CH3CN. Electrochemical studies showed mixed electrochemical mechanisms (EC/ECE) from partial substitution of p-cymene by CH3CN ligands from the solvent. A large electrochemical stability window (>2.2 V) for Ru(II) was observed extending beyond the physiological E° range. The complexes were cytotoxic against human cancer cell lines in vitro, and some complexes altered cell morphology.en_US
dc.identifier.citationGuimaraes, I. D. L., Marszaukowski, F., Rutka, P. B., Borge, L. F., Ribeiro, R. A. P., Ricardo de Lazaro, S., Castellen, P., Sagoe-Wagner, A., Golsteyn, R. M., Boeré, R. T., & Wohnrath, K. (2022).Synthesis, characterization and anticancer activities of cationic η6-p-cymene ruthenium(II) complexes containing phosphine and nitrogenous ligands. Polyhedron, 224, Article 115980. https://doi.org/10.1016/j.poly.2022.115980en_US
dc.identifier.urihttps://hdl.handle.net/10133/6325
dc.language.isoen_USen_US
dc.publisherElsevieren_US
dc.publisher.departmentDepartment of Biological Sciencesen_US
dc.publisher.departmentDepartment of Chemistry and Biochemistryen_US
dc.publisher.facultyArts and Scienceen_US
dc.publisher.institutionUniversidade Estadual de Ponta Grossaen_US
dc.publisher.institutionUniversidade do Estado de Minas Geraisen_US
dc.publisher.institutionInstituto Federal Catarinense, Rua das Rosasen_US
dc.publisher.institutionUniversity of Lethbridgeen_US
dc.publisher.urlhttps://doi.org/10.1016/j.poly.2022.115980en_US
dc.publisher.urlhttps://doi.org/10.1016/j.poly.2022.115980
dc.subjectCationic ruthenium-areneen_US
dc.subjectTriarylphosphineen_US
dc.subjectPyridine derivativeen_US
dc.subjectCyclic voltammetryen_US
dc.subjectCytotoxicity assaysen_US
dc.subjectDFT calculationsen_US
dc.subject.lcshPyridine--Derivatives
dc.titleSynthesis, characterization and anticancer activities of cationic η6-p-cymene ruthenium(II) complexes containing phosphine and nitrogenous ligandsen_US
dc.typeArticleen_US
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