Novel palladium(II) complexes of pyrazole-containing Schiff base ligands: Synthesis, structural characterization, and cytotoxicity of the palladium(II) complexes of 2-{1-[2-(1,3-dimethyl-4-nitro-1H-pyrazol-5-yl)hydrazono]ethyl} pyridine (APHP) and its analogue 2-{1-[2-(1,3-dimethyl-4-nitro-1H-pyrazol-5-yl)hydrazono]methyl} pyridine (PCHP)
- Received: December, 8, 2020
- Accepted for publication: February, 1, 2021
- DOI 10.26902/JSC_id74465
- Views: 716
1 Department of Chemistry, Faculty of Science, Hashemite University, Zarqa, Jordan
2 Department of Chemistry, Faculty of Sciences, University of Sharjah, Sharjah, UAE
3 Department of Chemistry, Faculty of Science, University of Jordan, Amman, Jordan
4 Department of Biology and Biotechnology, Hashemite University, Zarqa, Jordan
Treatment of [Pd(PhCN)2Cl2] with one equivalent of 2-{1-[2-(1,3-dimethyl-4-nitro-1H-pyrazol-5-yl)hydrazono]methyl} pyridine (PCHP) (3a) or its analogue 2-{1-[2-(1,3-dimethyl-4-nitro-1H-pyrazol-5-yl)hydrazono]ethyl} pyridine (APHP) (3b) produce corresponding pyridine-hydrazone Schiff base coordination complexes [Pd(PCHP)Cl2] (4a) and [Pd(APHP)Cl2] (4b), respectively. Compounds 4a,b are characterized by elemental analysis, IR spectroscopy, and 1H NMR. Attempts to crystalize 4b
lead to N—C(sp3)—E pincer palladacycle [Pd(APHP—H)Cl(DMSO)] (5). The molecular structures of 5
in the solid state are determined by single crystal X-ray structure analysis. The X-ray crystal structure of 5 shows the existence of the five-membered metallacycle through the coordination of N—CH2– and pyridine N to the palladium center and the cis arrangement between the metalated nitrogen atom and DMSO. The cytotoxicity of the two ligands and palladium(II) complexes 4a and 5
evaluated against K562 human cancer cell line. The corresponding GI50 (50% growth inhibition) values are compared to the cytotoxicity of cisplatin, under the same experimental conditions, and the results indicate inactive ligands and a superior activity to cisplatin for the complexes.
Keywords: pyrazol, hydrazone, Schiff base, palladium, solid state structure, biological activities
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Импакт-фактор 2023 1.2 |
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Срок опубликования 4 мес |
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