Synthesis and Characterization of New Palladium(II) Thiosemicarbazone Complexes and Their Cytotoxic Activity against Various Human Tumor Cell Lines
The palladium(II) bis-chelate complexes of the type [Pd(TSC1-5)2] (6–10), with their corresponding ligands 4-phenyl-1-(acetone)-thiosemicarbazone, HTSC1 (1), 4-phenyl-1-(2′-chloro-benzaldehyde)-thiosemicarbazone, HTSC2 (2), 4-phenyl-1-(3′-hydroxy-benzaldehyde)-thiosemicarbazone, HTSC3 (3), 4-phenyl-...
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| Format: | Article |
| Language: | English |
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Wiley
2013-01-01
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| Series: | Bioinorganic Chemistry and Applications |
| Online Access: | http://dx.doi.org/10.1155/2013/524701 |
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| author | Wilfredo Hernández Juan Paz Fernando Carrasco Abraham Vaisberg Evgenia Spodine Jorge Manzur Lothar Hennig Joachim Sieler Steffen Blaurock Lothar Beyer |
| author_facet | Wilfredo Hernández Juan Paz Fernando Carrasco Abraham Vaisberg Evgenia Spodine Jorge Manzur Lothar Hennig Joachim Sieler Steffen Blaurock Lothar Beyer |
| author_sort | Wilfredo Hernández |
| collection | DOAJ |
| description | The palladium(II) bis-chelate complexes of the type [Pd(TSC1-5)2] (6–10), with their corresponding ligands 4-phenyl-1-(acetone)-thiosemicarbazone, HTSC1 (1), 4-phenyl-1-(2′-chloro-benzaldehyde)-thiosemicarbazone, HTSC2 (2), 4-phenyl-1-(3′-hydroxy-benzaldehyde)-thiosemicarbazone, HTSC3 (3), 4-phenyl-1-(2′-naphthaldehyde)-thiosemicarbazone, HTSC4 (4), and 4-phenyl-1-(1′-nitro-2′-naphthaldehyde)-thiosemicarbazone, HTSC5 (5), were synthesized and characterized by elemental analysis and spectroscopic techniques (IR and 1H- and 13C-NMR). The molecular structure of HTSC3, HTSC4, and [Pd(TSC1)2] (6) have been determined by single crystal X-ray crystallography. Complex 6 shows a square planar geometry with two deprotonated ligands coordinated to PdII through the azomethine nitrogen and thione sulfur atoms in a cis arrangement. The in vitro cytotoxic activity measurements indicate that the palladium(II) complexes (IC50=0.01–9.87 μM) exhibited higher antiproliferative activity than their free ligands (IC50=23.48–70.86 and >250 μM) against different types of human tumor cell lines. Among all the studied palladium(II) complexes, the [Pd(TSC3)2] (8) complex exhibited high antitumor activity on the DU145 prostate carcinoma and K562 chronic myelogenous leukemia cells, with low values of the inhibitory concentration (0.01 and 0.02 μM, resp.). |
| format | Article |
| id | doaj-art-826c8f1d0a62459fa7681ee23a9111ef |
| institution | Kabale University |
| issn | 1565-3633 1687-479X |
| language | English |
| publishDate | 2013-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Bioinorganic Chemistry and Applications |
| spelling | doaj-art-826c8f1d0a62459fa7681ee23a9111ef2025-02-03T05:51:23ZengWileyBioinorganic Chemistry and Applications1565-36331687-479X2013-01-01201310.1155/2013/524701524701Synthesis and Characterization of New Palladium(II) Thiosemicarbazone Complexes and Their Cytotoxic Activity against Various Human Tumor Cell LinesWilfredo Hernández0Juan Paz1Fernando Carrasco2Abraham Vaisberg3Evgenia Spodine4Jorge Manzur5Lothar Hennig6Joachim Sieler7Steffen Blaurock8Lothar Beyer9Facultad de Ingeniería Industrial, Universidad de Lima, Avenida Javier Prado Este Cuadra 46, Urbanización Monterrico, Lima 33, PeruFacultad de Ingeniería Industrial, Universidad de Lima, Avenida Javier Prado Este Cuadra 46, Urbanización Monterrico, Lima 33, PeruFacultad de Ciencias Naturales y Matemática, Universidad Nacional Federico Villarreal, Jr. Río Chepén s/n, El Agustino; Lima, PeruLaboratorio de Investigación y Desarrollo, Facultad de Ciencias y Filosofía, Universidad Peruana Cayetano Heredia, Avenida Honorio Delgado 430, Urbanización Ingeniería-San Martin de Porras, Lima 31, PeruFacultad de Ciencias Químicas y Farmacéuticas, Universidad de Chile, CEDENNA, Olivos 1007, Casilla 233, Independencia, 8330492 Santiago, ChileFacultad de Ciencias Físicas y Matemáticas, Universidad de Chile, CEDENNA, 8370448 Santiago, ChileFakultät für Chemie und Mineralogie, Universität Leipzig, Johannisallee 29, 04103 Leipzig, GermanyFakultät für Chemie und Mineralogie, Universität Leipzig, Johannisallee 29, 04103 Leipzig, GermanyFakultät für Chemie und Mineralogie, Universität Leipzig, Johannisallee 29, 04103 Leipzig, GermanyFakultät für Chemie und Mineralogie, Universität Leipzig, Johannisallee 29, 04103 Leipzig, GermanyThe palladium(II) bis-chelate complexes of the type [Pd(TSC1-5)2] (6–10), with their corresponding ligands 4-phenyl-1-(acetone)-thiosemicarbazone, HTSC1 (1), 4-phenyl-1-(2′-chloro-benzaldehyde)-thiosemicarbazone, HTSC2 (2), 4-phenyl-1-(3′-hydroxy-benzaldehyde)-thiosemicarbazone, HTSC3 (3), 4-phenyl-1-(2′-naphthaldehyde)-thiosemicarbazone, HTSC4 (4), and 4-phenyl-1-(1′-nitro-2′-naphthaldehyde)-thiosemicarbazone, HTSC5 (5), were synthesized and characterized by elemental analysis and spectroscopic techniques (IR and 1H- and 13C-NMR). The molecular structure of HTSC3, HTSC4, and [Pd(TSC1)2] (6) have been determined by single crystal X-ray crystallography. Complex 6 shows a square planar geometry with two deprotonated ligands coordinated to PdII through the azomethine nitrogen and thione sulfur atoms in a cis arrangement. The in vitro cytotoxic activity measurements indicate that the palladium(II) complexes (IC50=0.01–9.87 μM) exhibited higher antiproliferative activity than their free ligands (IC50=23.48–70.86 and >250 μM) against different types of human tumor cell lines. Among all the studied palladium(II) complexes, the [Pd(TSC3)2] (8) complex exhibited high antitumor activity on the DU145 prostate carcinoma and K562 chronic myelogenous leukemia cells, with low values of the inhibitory concentration (0.01 and 0.02 μM, resp.).http://dx.doi.org/10.1155/2013/524701 |
| spellingShingle | Wilfredo Hernández Juan Paz Fernando Carrasco Abraham Vaisberg Evgenia Spodine Jorge Manzur Lothar Hennig Joachim Sieler Steffen Blaurock Lothar Beyer Synthesis and Characterization of New Palladium(II) Thiosemicarbazone Complexes and Their Cytotoxic Activity against Various Human Tumor Cell Lines Bioinorganic Chemistry and Applications |
| title | Synthesis and Characterization of New Palladium(II) Thiosemicarbazone Complexes and Their Cytotoxic Activity against Various Human Tumor Cell Lines |
| title_full | Synthesis and Characterization of New Palladium(II) Thiosemicarbazone Complexes and Their Cytotoxic Activity against Various Human Tumor Cell Lines |
| title_fullStr | Synthesis and Characterization of New Palladium(II) Thiosemicarbazone Complexes and Their Cytotoxic Activity against Various Human Tumor Cell Lines |
| title_full_unstemmed | Synthesis and Characterization of New Palladium(II) Thiosemicarbazone Complexes and Their Cytotoxic Activity against Various Human Tumor Cell Lines |
| title_short | Synthesis and Characterization of New Palladium(II) Thiosemicarbazone Complexes and Their Cytotoxic Activity against Various Human Tumor Cell Lines |
| title_sort | synthesis and characterization of new palladium ii thiosemicarbazone complexes and their cytotoxic activity against various human tumor cell lines |
| url | http://dx.doi.org/10.1155/2013/524701 |
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