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Naphthoquinones of natural origin: Aqueous chemistry and coordination to half-sandwich organometallic cations
Journal of Organometallic Chemistry ( IF 2.3 ) Pub Date : 2019-12-09 , DOI: 10.1016/j.jorganchem.2019.121070
János P. Mészáros , Heiko Geisler , Jelena M. Poljarević , Alexander Roller , Maria S. Legina , Michaela Hejl , Michael A. Jakupec , Bernhard K. Keppler , Wolfgang Kandioller , Éva A. Enyedy

Half-sandwich organometallic complexes featuring Ru(II), Os(II) and Rh(III) metal centers and naturally occurring bidentate 2-hydroxy-[1,4]-naphthoquinone ligands (lawsone and phthiocol) have been synthesized and characterized in both solid state and solution phase by analytical, spectroscopic, electrochemical and single crystal X-ray diffraction techniques. Comparative studies revealed the influence of the respective metal center (Ru, Os, Rh), leaving group (Cl, Br, I) and arene (p-cymene, toluene, pentamethylcyclopentadienyl), as well as the naphthoquinone ligand on the structural properties and solution speciation. Additionally, cytotoxicity was tested in SW480, CH1/PA-1 and A549 human cancer cell lines showing a broad range of IC50 values.



中文翻译:

天然萘酚:水化学和与半三明治有机金属阳离子的配位

合成并表征了具有Ru(II),Os(II)和Rh(III)金属中心和天然存在的双齿2-羟基-[[1,4]-萘醌配体(拉索酮和苯硫酚)的半三明治有机金属配合物通过分析,光谱,电化学和单晶X射线衍射技术获得固态和溶液相。比较研究表明,各自的金属中心(Ru,Os,Rh),离去基团(Cl,Br,I)和芳烃(-Cymene,甲苯,五甲基环戊二烯基)以及萘醌配体对结构性能和结构的影响。解决方案形态。此外,在SW480,CH1 / PA-1和A549人癌细胞系中测试了细胞毒性,显示出广泛的IC 50值。

更新日期:2019-12-11
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