Synthesis and evaluation of copper(II) complexes with isoniazid-derived hydrazones as anticancer and antitubercular agents
| Autor: | Josane A. Lessa, Maria C.S. Lourenço, Gisele S. S. Firmino, Jackson A. L. C. Resende, Cláudia Pessoa, Marcus V. N. de Souza |
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| Rok vydání: | 2016 |
| Předmět: |
Spectrophotometry
Infrared Stereochemistry Antitubercular Agents Drug Evaluation Preclinical chemistry.chemical_element Hydrazone Antineoplastic Agents Microbial Sensitivity Tests 010402 general chemistry 01 natural sciences Metal Chelator General Biochemistry Genetics and Molecular Biology Biomaterials Coordination Complexes Cell Line Tumor Isoniazid medicine Humans Cytotoxic T cell Doxorubicin chemistry.chemical_classification Molecular Structure 010405 organic chemistry Chemistry Ligand Hydrazones Metals and Alloys Mycobacterium tuberculosis HCT116 Cells Copper 0104 chemical sciences Antitubercular Agent General Agricultural and Biological Sciences medicine.drug |
| Zdroj: | BioMetals. 29:953-963 |
| ISSN: | 1572-8773 0966-0844 |
| Popis: | In this study, the N,N,O metal chelator 2-pyridinecarboxaldehydeisonicotinoyl hydrazone (HPCIH, 1) and its derivatives 2-acetylpyridine-(HAPIH 2), 2-pyridineformamide-(HPAmIH, 3) and pyrazineformamide-(HPzAmIH, 4) were employed in the synthesis of four copper(II) complexes, [Cu(HPCIH)Cl2]·0.4H2O (5), [Cu(HAPIH)Cl2]·1.25H2O (6), [Cu(HPAmIH)Cl2]·H2O (7) and [Cu(HPzAmIH)Cl2]·1.25H2O (8). The compounds were assayed for their action toward Mycobacterium tuberculosis H37Rv ATCC 27294 strain and the human tumor cell lines OVCAR-8 (ovarian cancer), SF-295 (glioblastoma multiforme) and HCT-116 (colon adenocarcinoma). All copper(II) complexes were more effective in reducing growth of HCT-116 and SF-295 cells than the respective free hydrazones at 5 µg/mL, whereas only complex 7 was more cytotoxic toward OVCAR-8 lines than its ligand HPAmIH. 6 proved to be cytotoxic at submicromolar doses, whose IC50 values (0.39–0.86 µM) are similar to those ones found for doxorubicin (0.23–0.43 µM). Complexes 5 and 6 displayed high activity against M. tuberculosis (MIC = 0.85 and 1.58 µM, respectively), as compared with isoniazid (MIC = 2.27 µM), which suggests the compounds are attractive candidates as antitubercular drugs. |
| Databáze: | OpenAIRE |
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