Comparative solution and structural studies of half-sandwich rhodium and ruthenium complexes bearing curcumin and acetylacetone
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2019
Authors
Meszaros, Janos P.Poljarević, Jelena
Gal, Tamas G.
May, Nora V.
Spengler, Gabriella
Enyedy, Eva A.
Article (Published version)
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Show full item recordAbstract
Half-sandwich organometallic complexes of curcumin are extensively investigated as anticancer compounds.
Speciation studies were performed to explore the solution stability of curcumin complexes formed with [Rh(η5- C5Me5)(H2O)3]2+. Acetylacetone (Hacac), as the simplest β-diketone ligand bearing (O,O) donor set, was involved for comparison and its Ru(η6‑p‑cymene), Ru(η6‑toluene) complexes were also studied. 1H NMR, UV–visible and pH-potentiometric titrations revealed a clear trend of stability constants of the acac complexes: Ru(η6‑p‑cymene) > Ru(η6‑toluene) > Rh(η5-C5Me5). Despite this order, the highest extent of complex formation is seen for the Rh(η5-C5Me5) complexes at pH 7.4. Formation constant of [Rh(η5-C5Me5)(H2curcumin) (H2O)]+ reveals similar solution stability to that of the acac complex. Additionally, structures of two complexes were determined by X-ray crystallography. The in vitro cytotoxicity of curcumin was not improved by the complexation with these organometallic cat...ions.
Keywords:
Curcumin / Cytotoxicity / Half-sandwich complexes / Solution stability / X-ray crystal structuresSource:
Journal of Inorganic Biochemistry, 2019, 195, 91-100Publisher:
- Elsevier
Funding / projects:
- National Research Development and Innovation Office-NKFIA through projects GINOP-2.3.2-15-2016-00038, FK 124240, K 115762
- Ministry of Human Capacities, Hungary grant 20391-3/2018/FEKUSTRAT
- J. Bolyai Research Scholarship of the Hungarian Academy of Sciences (É.A.E, N.V.M.)
Note:
- Supplementary material: http://cherry.chem.bg.ac.rs/handle/123456789/2875
DOI: 10.1016/j.jinorgbio.2019.02.015
ISSN: 0162-0134
WoS: 000469408500010
Scopus: 2-s2.0-85063508269
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Institution/Community
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Meszaros, Janos P. AU - Poljarević, Jelena AU - Gal, Tamas G. AU - May, Nora V. AU - Spengler, Gabriella AU - Enyedy, Eva A. PY - 2019 UR - https://cherry.chem.bg.ac.rs/handle/123456789/2873 AB - Half-sandwich organometallic complexes of curcumin are extensively investigated as anticancer compounds. Speciation studies were performed to explore the solution stability of curcumin complexes formed with [Rh(η5- C5Me5)(H2O)3]2+. Acetylacetone (Hacac), as the simplest β-diketone ligand bearing (O,O) donor set, was involved for comparison and its Ru(η6‑p‑cymene), Ru(η6‑toluene) complexes were also studied. 1H NMR, UV–visible and pH-potentiometric titrations revealed a clear trend of stability constants of the acac complexes: Ru(η6‑p‑cymene) > Ru(η6‑toluene) > Rh(η5-C5Me5). Despite this order, the highest extent of complex formation is seen for the Rh(η5-C5Me5) complexes at pH 7.4. Formation constant of [Rh(η5-C5Me5)(H2curcumin) (H2O)]+ reveals similar solution stability to that of the acac complex. Additionally, structures of two complexes were determined by X-ray crystallography. The in vitro cytotoxicity of curcumin was not improved by the complexation with these organometallic cations. PB - Elsevier T2 - Journal of Inorganic Biochemistry T1 - Comparative solution and structural studies of half-sandwich rhodium and ruthenium complexes bearing curcumin and acetylacetone VL - 195 SP - 91 EP - 100 DO - 10.1016/j.jinorgbio.2019.02.015 ER -
@article{ author = "Meszaros, Janos P. and Poljarević, Jelena and Gal, Tamas G. and May, Nora V. and Spengler, Gabriella and Enyedy, Eva A.", year = "2019", abstract = "Half-sandwich organometallic complexes of curcumin are extensively investigated as anticancer compounds. Speciation studies were performed to explore the solution stability of curcumin complexes formed with [Rh(η5- C5Me5)(H2O)3]2+. Acetylacetone (Hacac), as the simplest β-diketone ligand bearing (O,O) donor set, was involved for comparison and its Ru(η6‑p‑cymene), Ru(η6‑toluene) complexes were also studied. 1H NMR, UV–visible and pH-potentiometric titrations revealed a clear trend of stability constants of the acac complexes: Ru(η6‑p‑cymene) > Ru(η6‑toluene) > Rh(η5-C5Me5). Despite this order, the highest extent of complex formation is seen for the Rh(η5-C5Me5) complexes at pH 7.4. Formation constant of [Rh(η5-C5Me5)(H2curcumin) (H2O)]+ reveals similar solution stability to that of the acac complex. Additionally, structures of two complexes were determined by X-ray crystallography. The in vitro cytotoxicity of curcumin was not improved by the complexation with these organometallic cations.", publisher = "Elsevier", journal = "Journal of Inorganic Biochemistry", title = "Comparative solution and structural studies of half-sandwich rhodium and ruthenium complexes bearing curcumin and acetylacetone", volume = "195", pages = "91-100", doi = "10.1016/j.jinorgbio.2019.02.015" }
Meszaros, J. P., Poljarević, J., Gal, T. G., May, N. V., Spengler, G.,& Enyedy, E. A.. (2019). Comparative solution and structural studies of half-sandwich rhodium and ruthenium complexes bearing curcumin and acetylacetone. in Journal of Inorganic Biochemistry Elsevier., 195, 91-100. https://doi.org/10.1016/j.jinorgbio.2019.02.015
Meszaros JP, Poljarević J, Gal TG, May NV, Spengler G, Enyedy EA. Comparative solution and structural studies of half-sandwich rhodium and ruthenium complexes bearing curcumin and acetylacetone. in Journal of Inorganic Biochemistry. 2019;195:91-100. doi:10.1016/j.jinorgbio.2019.02.015 .
Meszaros, Janos P., Poljarević, Jelena, Gal, Tamas G., May, Nora V., Spengler, Gabriella, Enyedy, Eva A., "Comparative solution and structural studies of half-sandwich rhodium and ruthenium complexes bearing curcumin and acetylacetone" in Journal of Inorganic Biochemistry, 195 (2019):91-100, https://doi.org/10.1016/j.jinorgbio.2019.02.015 . .