Use este identificador para citar ou linkar para este item: http://repositorio.bc.ufg.br/handle/ri/15272
Tipo do documento: Artigo
Título: Conformational variability in sulfonamide chalcone hybrids: crystal structure and cytotoxicity
Autor: Castro, Mirian Rita Carilho de
Aragão, Ângelo Queiroz
Silva, Cameron Capeletti da
Noda Pérez, Caridad
Queiroz, Darlene Pinto Keng
Queiroz Júnior, Luiz Henrique Keng
Barreto, Francisco Stefânio
Moraes Filho, Manoel Odorico de
Martins, Felipe Terra
Abstract: Four sulfonamide-chalcone derivatives were prepared and their crystal structure were elucidated by single-crystal X-ray diffraction technique. They were synthesized by Claisen-Schmidt condensation reaction between N-(4-acetylphenyl)benzenesulfonamide or N-(4-acetylphenyl)- 2,5-dichlorobenzenesulfonamide with benzaldehyde or p-nitrobenzaldehyde. Values of Z’ > 1 are found in three compounds as a consequence of conformerism. The chalcone molecular backbones are featured by different levels of planarity in their conformers. Another conformational variability is in its benzenesulfonamide moiety. In the compound came from N-(4-acetylphenyl) benzenesulfonamide and benzaldehyde, there is a rotation of ca. 180° on the bond axis bridging the sulfonamide and chalcone motifs of one conformer if the two others are taken as references. The cytotoxic activity of all compounds synthesized here and of two other related sulfonamide chalcones was also assessed against three cancer cell lines (SF-295, HCT-8 and MDA-MB-435). The para-nitro compounds were the most active ones among all those tested, regardless of substitution pattern in benzenesulfonamide core.
Palavras-chave: Structural analyses
Structure determination
Structure-activity relationship
Biological and pharmacological activities
Bioactive compounds
Molecular structure
País: Brasil
Unidade acadêmica: Instituto de Química - IQ (RG)
Citação: CASTRO, Mirian R. C. et al. Conformational variability in sulfonamide chalcone hybrids: crystal structure and cytotoxicity. Journal of the Brazilian Chemical Society, Campinas, v. 27, n. 5, p. 884-898, 2016.
Tipo de acesso: Acesso Aberto
Identificador do documento: 10.5935/0103-5053.20150341
Endereço da licença: An error occurred getting the license - uri.
Identificador do documento: 10.5935/0103-5053.20150341
URI: http://repositorio.bc.ufg.br/handle/ri/15272
Data de publicação: 2016
Aparece nas coleções:IQ - Artigos publicados em periódicos

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