Synthetic Chalcone Derivatives as Inhibitors of Cathepsins K and B, and Their Cytotoxic Evaluation
| Autor: | James Almada da Silva, Caio Yu dos Santos, Giulio Demetrius, Aline Bernades, Manoel Odorico de Moraes, Paulo C. Vieira, Caridad Noda-Perez, Kristiana Cerqueira Mousinho, Suelem D. Ramalho |
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| Rok vydání: | 2013 |
| Předmět: |
Cathepsin
Chalcone Stereochemistry Cathepsin K Proteolytic enzymes Antineoplastic Agents Bioengineering General Chemistry General Medicine Biochemistry Cathepsin B chemistry.chemical_compound chemistry Cell Line Tumor Neoplasms Humans Molecular Medicine Cytotoxic T cell Enzyme Inhibitors Cytotoxicity Selectivity Molecular Biology IC50 |
| Zdroj: | Chemistry & Biodiversity. 10:1999-2006 |
| ISSN: | 1612-1872 |
| Popis: | A series of chalcone derivatives, 1-15, were prepared by Claisen-Schmidt condensation and evaluated for their cytotoxicities on tumor cell lines and also against proteolytic enzymes such as cathepsins B and K. Of the compounds synthesized, (E)-3-(3,4-dimethoxyphenyl)-1-phenylprop-2-en-1-one (12), (E)-3-(4-chlorophenyl)-1-phenylprop-2-en-1-one (13), (E)-3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one (14), and (E)-3-(4-nitrophenyl)-1-phenylprop-2-en-1-one (15) showed significant cytotoxicities. The most effective compound was 15, which showed high cytotoxic activity with an IC50 value lower than 1 μg/ml, and no selectivity on the tumor cells evaluated. Substituents at C(4) of ring B were found to be essential for cytotoxicity. In addition, it was also demonstrated that some of these chalcones are moderate inhibitors of cathepsin K and have no activity against cathepsin B. |
| Databáze: | OpenAIRE |
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