Synthesis and Biological Evaluation of Novel 6-Hydroxy-benzo[d][1,3]oxathiol-2-one Schiff Bases as Potential Anticancer Agents
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ID: 3607
2015
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Abstract
With the aim of discovering new anticancer agents, we have designed and synthesized novel 6-hydroxy-benzo[d][1,3]oxathiol-2-one Schiff bases. The synthesis started with the selective nitration at 5-position of 6-hydroxybenzo[d][1,3]oxathiol-2-one (1) leading to the nitro derivative 2. The nitro group of 2 was reduced to give the amino intermediate 3. Schiff bases 4a–r were obtained from coupling reactions between 3 and various benzaldehydes and heteroaromatic aldehydes. All the new compounds were fully identified and characterized by NMR (1H and 13C) and specifically for 4q by X-ray crystallography. The in vitro cytotoxicity of the compounds was evaluated against cancer cell lines (ACP-03, SKMEL-19 and HCT-116) by using MTT assay. Schiff bases 4b and 4o exhibited promising cytotoxicity against ACP-03 and SKMEL-19, respectively, with IC50 values lower than 5 μM. This class of compounds can be considered as a good starting point for the development of new lead molecules in the fight against cancer.
| Reference Key |
chazin2015synthesismolecules
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| Authors | Chazin, Eliza de Lucas;Sanches, Paola de Souza;Lindgren, Eric Brazil;Júnior, Walcimar Trindade Vellasco;Pinto, Laine Celestino;Burbano, Rommel Mario Rodríguez;Yoneda, Julliane Diniz;Leal, Kátia Zaccur;Gomes, Claudia Regina Brandão;Wardell, James Lewis;Wardell, Solange Maria Silva Veloso;Montenegro, Raquel Carvalho;Vasconcelos, Thatyana Rocha Alves; |
| Journal | molecules |
| Year | 2015 |
| DOI |
10.3390/molecules20021968
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| URL | |
| Keywords | Keywords not found |
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