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Type: Artigo de Periódico
Title: Synthesis and biological evaluation of novel 6-Hydroxy-benzo[d][1,3]oxathiol-2-one Schiff bases as potential anticancer agents
Authors: Chazin, Eliza de Lucas
Sanches, Paola de Souza
Lindgren, Eric Brazil
Vellasco Júnior, Walcimar Trindade
Pinto, Laine Celestino
Burbano, Rommel Mario Rodríguez
Yoneda, Julliane Diniz
Leal, Kátia Zaccur
Wardell, James Lewis
Wardell, Solange Maria Silva Veloso
Montenegro, Raquel Carvalho
Vasconcelos, Thatyana Rocha Alves
Keywords: Raios X;Bases de Schiff
Issue Date: 2015
Publisher: Molecules
Citation: CHAZIN, E. de L. et al. Synthesis and biological evaluation of novel 6-hydroxy-benzo[d][1,3]oxathiol-2-one Schiff bases as potential anticancer agents. Molecules, Basel, v. 20, n. 2, p. 1968-1983, 2015.
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.
ISSN: 1420-3049
Appears in Collections:PPGF - Artigos publicados em revistas científica

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