Douglas H. Nakahata , Gabriele de M. Pereira , Marcos A. Ribeiro , Igor S. Oliveira , Josélia C. de Oliveira Moreira , Robson Pontes , João E. de Carvalho , Ana Lucia T.G. Ruiz , Nicholas P. Farrell , Pedro P. Corbi
{"title":"4-(2-氨基乙基)苯磺酰胺席夫碱Pd(II)配合物:结构、DNA结合和抗增殖活性","authors":"Douglas H. Nakahata , Gabriele de M. Pereira , Marcos A. Ribeiro , Igor S. Oliveira , Josélia C. de Oliveira Moreira , Robson Pontes , João E. de Carvalho , Ana Lucia T.G. Ruiz , Nicholas P. Farrell , Pedro P. Corbi","doi":"10.1016/j.ica.2025.122659","DOIUrl":null,"url":null,"abstract":"<div><div>In this study, two palladium(II) complexes of 4-(2-aminoethyl)benzenesulfonamide Schiff bases were synthesized and characterized. The complexes were characterized by nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry and single-crystal X-ray diffraction. Complex <strong>[PdCl</strong><sub><strong>2</strong></sub><strong>(L1)]</strong>, bearing a pyridyl donor, did not undergo ligand replacement in dimethylsulfoxide, while <strong>[PdCl</strong><sub><strong>2</strong></sub><strong>(L2)]</strong>, which bears a quinolinyl donor underwent immediate ligand replacement. This difference in behavior in solution was attributed to a steric effect of the bulkier quinoline ring, which may lead to a weaker interaction with the Pd(II) center, even though the electronic density around the N-donors is similar, as probed by <sup>15</sup>N NMR. The binding interactions of the complexes with calf-thymus DNA were investigated using circular dichroism (CD) spectroscopy, competitive binding experiments by fluorescence spectroscopy, and agarose gel electrophoresis. The CD spectral data suggested that both complexes induce conformational changes in DNA. Fluorescence spectroscopy confirmed interactions of the complexes with DNA, with <strong>[PdCl</strong><sub><strong>2</strong></sub><strong>(L1)]</strong> leading to more displacement of ethidium bromide. Antiproliferative assays against a panel of 6 cancer cell lines showed that the <strong>[PdCl</strong><sub><strong>2</strong></sub><strong>(L1)]</strong> compound was most active against the pharynx squamous cell carcinoma (FaDu). These findings highlight the potential of 4-(2-aminoethyl)benzenesulfonamide Schiff bases with tailored reactivity profiles for the design of bioactive palladium(II) complexes.</div></div>","PeriodicalId":13599,"journal":{"name":"Inorganica Chimica Acta","volume":"581 ","pages":"Article 122659"},"PeriodicalIF":2.7000,"publicationDate":"2025-03-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Pd(II) complexes of 4-(2-aminoethyl)benzenesulfonamide Schiff bases: Structure, DNA binding and antiproliferative activity\",\"authors\":\"Douglas H. Nakahata , Gabriele de M. Pereira , Marcos A. Ribeiro , Igor S. Oliveira , Josélia C. de Oliveira Moreira , Robson Pontes , João E. de Carvalho , Ana Lucia T.G. Ruiz , Nicholas P. Farrell , Pedro P. Corbi\",\"doi\":\"10.1016/j.ica.2025.122659\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>In this study, two palladium(II) complexes of 4-(2-aminoethyl)benzenesulfonamide Schiff bases were synthesized and characterized. The complexes were characterized by nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry and single-crystal X-ray diffraction. Complex <strong>[PdCl</strong><sub><strong>2</strong></sub><strong>(L1)]</strong>, bearing a pyridyl donor, did not undergo ligand replacement in dimethylsulfoxide, while <strong>[PdCl</strong><sub><strong>2</strong></sub><strong>(L2)]</strong>, which bears a quinolinyl donor underwent immediate ligand replacement. This difference in behavior in solution was attributed to a steric effect of the bulkier quinoline ring, which may lead to a weaker interaction with the Pd(II) center, even though the electronic density around the N-donors is similar, as probed by <sup>15</sup>N NMR. The binding interactions of the complexes with calf-thymus DNA were investigated using circular dichroism (CD) spectroscopy, competitive binding experiments by fluorescence spectroscopy, and agarose gel electrophoresis. The CD spectral data suggested that both complexes induce conformational changes in DNA. Fluorescence spectroscopy confirmed interactions of the complexes with DNA, with <strong>[PdCl</strong><sub><strong>2</strong></sub><strong>(L1)]</strong> leading to more displacement of ethidium bromide. Antiproliferative assays against a panel of 6 cancer cell lines showed that the <strong>[PdCl</strong><sub><strong>2</strong></sub><strong>(L1)]</strong> compound was most active against the pharynx squamous cell carcinoma (FaDu). These findings highlight the potential of 4-(2-aminoethyl)benzenesulfonamide Schiff bases with tailored reactivity profiles for the design of bioactive palladium(II) complexes.</div></div>\",\"PeriodicalId\":13599,\"journal\":{\"name\":\"Inorganica Chimica Acta\",\"volume\":\"581 \",\"pages\":\"Article 122659\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2025-03-18\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Inorganica Chimica Acta\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0020169325001252\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, INORGANIC & NUCLEAR\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Inorganica Chimica Acta","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0020169325001252","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
Pd(II) complexes of 4-(2-aminoethyl)benzenesulfonamide Schiff bases: Structure, DNA binding and antiproliferative activity
In this study, two palladium(II) complexes of 4-(2-aminoethyl)benzenesulfonamide Schiff bases were synthesized and characterized. The complexes were characterized by nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry and single-crystal X-ray diffraction. Complex [PdCl2(L1)], bearing a pyridyl donor, did not undergo ligand replacement in dimethylsulfoxide, while [PdCl2(L2)], which bears a quinolinyl donor underwent immediate ligand replacement. This difference in behavior in solution was attributed to a steric effect of the bulkier quinoline ring, which may lead to a weaker interaction with the Pd(II) center, even though the electronic density around the N-donors is similar, as probed by 15N NMR. The binding interactions of the complexes with calf-thymus DNA were investigated using circular dichroism (CD) spectroscopy, competitive binding experiments by fluorescence spectroscopy, and agarose gel electrophoresis. The CD spectral data suggested that both complexes induce conformational changes in DNA. Fluorescence spectroscopy confirmed interactions of the complexes with DNA, with [PdCl2(L1)] leading to more displacement of ethidium bromide. Antiproliferative assays against a panel of 6 cancer cell lines showed that the [PdCl2(L1)] compound was most active against the pharynx squamous cell carcinoma (FaDu). These findings highlight the potential of 4-(2-aminoethyl)benzenesulfonamide Schiff bases with tailored reactivity profiles for the design of bioactive palladium(II) complexes.
期刊介绍:
Inorganica Chimica Acta is an established international forum for all aspects of advanced Inorganic Chemistry. Original papers of high scientific level and interest are published in the form of Articles and Reviews.
Topics covered include:
• chemistry of the main group elements and the d- and f-block metals, including the synthesis, characterization and reactivity of coordination, organometallic, biomimetic, supramolecular coordination compounds, including associated computational studies;
• synthesis, physico-chemical properties, applications of molecule-based nano-scaled clusters and nanomaterials designed using the principles of coordination chemistry, as well as coordination polymers (CPs), metal-organic frameworks (MOFs), metal-organic polyhedra (MPOs);
• reaction mechanisms and physico-chemical investigations computational studies of metalloenzymes and their models;
• applications of inorganic compounds, metallodrugs and molecule-based materials.
Papers composed primarily of structural reports will typically not be considered for publication.