Crystal Design, Antitumor Activity and Molecular Docking of Novel Palladium(II) and Gold(III) Complexes with a Thiosemicarbazone Ligand
The current research describes the synthesis and characterization of 2-acetylpyridine N(4)-cyclohexyl-thiosemicarbazone ligand (HL) and their two metal complexes, [Au(L)Cl][AuCl<sub>2</sub>] <b>(1)</b> and [Pd(L)Cl]·DMF <b>(2)</b>. The molecular structures of the...
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MDPI AG
2023-07-01
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| Series: | International Journal of Molecular Sciences |
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| Online Access: | https://www.mdpi.com/1422-0067/24/14/11442 |
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| author | Carolane M. Almeida Érica C. M. Nascimento João B. L. Martins Tales H. A. da Mota Diêgo M. de Oliveira Claudia C. Gatto |
| author_facet | Carolane M. Almeida Érica C. M. Nascimento João B. L. Martins Tales H. A. da Mota Diêgo M. de Oliveira Claudia C. Gatto |
| author_sort | Carolane M. Almeida |
| collection | DOAJ |
| description | The current research describes the synthesis and characterization of 2-acetylpyridine N(4)-cyclohexyl-thiosemicarbazone ligand (HL) and their two metal complexes, [Au(L)Cl][AuCl<sub>2</sub>] <b>(1)</b> and [Pd(L)Cl]·DMF <b>(2)</b>. The molecular structures of the compounds were determined by physicochemical and spectroscopic methods. Single crystal X-ray diffraction was employed in the structural elucidation of the new complexes. The complexes showed a square planar geometry to the metal center Au(III) and Pd(II), coordinated with a thiosemicarbazone molecule by the <i>NNS</i>-donor system and a chloride ion. Complex <b>(1)</b> also shows the [AuCl<sub>2</sub>]<sup>−</sup> counter-ion in the asymmetric unit, and complex <b>(2)</b> has one DMF solvent molecule. These molecules play a key role in the formation of supramolecular structures due to different interactions. Noncovalent interactions were investigated through the 3D Hirshfeld surface by the <i>d<sub>norm</sub></i> function and the 2D fingerprint plots. The biological activity of the compounds was evaluated in vitro against the human glioma U251 cells. The cytotoxicity results revealed great antitumor activity in complex <b>(1)</b> compared with complex <b>(2)</b> and the free ligand. Molecular docking simulations were used to predict interactions and properties with selected proteins and DNA of the synthesized compounds. |
| first_indexed | 2024-03-11T01:01:04Z |
| format | Article |
| id | doaj.art-c938a3c6b1fa49c6b649b751c84de2cb |
| institution | Directory Open Access Journal |
| issn | 1661-6596 1422-0067 |
| language | English |
| last_indexed | 2024-03-11T01:01:04Z |
| publishDate | 2023-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | International Journal of Molecular Sciences |
| spelling | doaj.art-c938a3c6b1fa49c6b649b751c84de2cb2023-11-18T19:39:31ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672023-07-0124141144210.3390/ijms241411442Crystal Design, Antitumor Activity and Molecular Docking of Novel Palladium(II) and Gold(III) Complexes with a Thiosemicarbazone LigandCarolane M. Almeida0Érica C. M. Nascimento1João B. L. Martins2Tales H. A. da Mota3Diêgo M. de Oliveira4Claudia C. Gatto5University of Brasilia, Institute of Chemistry, Laboratory of Inorganic Synthesis and Crystallography, Brasília 70904-970, BrazilUniversity of Brasilia, Institute of Chemistry, Laboratory of Computational Chemistry, Brasília 70904-970, BrazilUniversity of Brasilia, Institute of Chemistry, Laboratory of Computational Chemistry, Brasília 70904-970, BrazilUniversity of Brasilia, Faculty UnB Ceilândia, Multidisciplinary Laboratory of Human Health, Brasília 72220-275, BrazilUniversity of Brasilia, Faculty UnB Ceilândia, Multidisciplinary Laboratory of Human Health, Brasília 72220-275, BrazilUniversity of Brasilia, Institute of Chemistry, Laboratory of Inorganic Synthesis and Crystallography, Brasília 70904-970, BrazilThe current research describes the synthesis and characterization of 2-acetylpyridine N(4)-cyclohexyl-thiosemicarbazone ligand (HL) and their two metal complexes, [Au(L)Cl][AuCl<sub>2</sub>] <b>(1)</b> and [Pd(L)Cl]·DMF <b>(2)</b>. The molecular structures of the compounds were determined by physicochemical and spectroscopic methods. Single crystal X-ray diffraction was employed in the structural elucidation of the new complexes. The complexes showed a square planar geometry to the metal center Au(III) and Pd(II), coordinated with a thiosemicarbazone molecule by the <i>NNS</i>-donor system and a chloride ion. Complex <b>(1)</b> also shows the [AuCl<sub>2</sub>]<sup>−</sup> counter-ion in the asymmetric unit, and complex <b>(2)</b> has one DMF solvent molecule. These molecules play a key role in the formation of supramolecular structures due to different interactions. Noncovalent interactions were investigated through the 3D Hirshfeld surface by the <i>d<sub>norm</sub></i> function and the 2D fingerprint plots. The biological activity of the compounds was evaluated in vitro against the human glioma U251 cells. The cytotoxicity results revealed great antitumor activity in complex <b>(1)</b> compared with complex <b>(2)</b> and the free ligand. Molecular docking simulations were used to predict interactions and properties with selected proteins and DNA of the synthesized compounds.https://www.mdpi.com/1422-0067/24/14/11442Pd(II) and Au(III) complexesthiosemicarbazonecrystal structureHirshfeld surfaceantitumor activity and molecular docking |
| spellingShingle | Carolane M. Almeida Érica C. M. Nascimento João B. L. Martins Tales H. A. da Mota Diêgo M. de Oliveira Claudia C. Gatto Crystal Design, Antitumor Activity and Molecular Docking of Novel Palladium(II) and Gold(III) Complexes with a Thiosemicarbazone Ligand International Journal of Molecular Sciences Pd(II) and Au(III) complexes thiosemicarbazone crystal structure Hirshfeld surface antitumor activity and molecular docking |
| title | Crystal Design, Antitumor Activity and Molecular Docking of Novel Palladium(II) and Gold(III) Complexes with a Thiosemicarbazone Ligand |
| title_full | Crystal Design, Antitumor Activity and Molecular Docking of Novel Palladium(II) and Gold(III) Complexes with a Thiosemicarbazone Ligand |
| title_fullStr | Crystal Design, Antitumor Activity and Molecular Docking of Novel Palladium(II) and Gold(III) Complexes with a Thiosemicarbazone Ligand |
| title_full_unstemmed | Crystal Design, Antitumor Activity and Molecular Docking of Novel Palladium(II) and Gold(III) Complexes with a Thiosemicarbazone Ligand |
| title_short | Crystal Design, Antitumor Activity and Molecular Docking of Novel Palladium(II) and Gold(III) Complexes with a Thiosemicarbazone Ligand |
| title_sort | crystal design antitumor activity and molecular docking of novel palladium ii and gold iii complexes with a thiosemicarbazone ligand |
| topic | Pd(II) and Au(III) complexes thiosemicarbazone crystal structure Hirshfeld surface antitumor activity and molecular docking |
| url | https://www.mdpi.com/1422-0067/24/14/11442 |
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