Conformational variability in sulfonamide chalcone hybrids: crystal structure and cytotoxicity

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dc.creatorCastro, Mirian Rita Carilho de
dc.creatorAragão, Ângelo Queiroz
dc.creatorSilva, Cameron Capeletti da
dc.creatorNoda Pérez, Caridad
dc.creatorQueiroz, Darlene Pinto Keng
dc.creatorQueiroz Júnior, Luiz Henrique Keng
dc.creatorBarreto, Francisco Stefânio
dc.creatorMoraes Filho, Manoel Odorico de
dc.creatorMartins, Felipe Terra
dc.date.accessioned2018-06-15T11:24:07Z
dc.date.available2018-06-15T11:24:07Z
dc.date.issued2016
dc.description.abstractFour 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.pt_BR
dc.identifier.citationCASTRO, 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.pt_BR
dc.identifier.doi10.5935/0103-5053.20150341
dc.identifier.issn0103-5053
dc.identifier.issne- 1678-4790
dc.identifier.urihttp://repositorio.bc.ufg.br/handle/ri/15272
dc.language.isoengpt_BR
dc.publisher.countryBrasilpt_BR
dc.publisher.departmentInstituto de Química - IQ (RG)pt_BR
dc.rightsAcesso Abertopt_BR
dc.rights.uriAn error occurred getting the license - uri.*
dc.subjectStructural analysespt_BR
dc.subjectStructure determinationpt_BR
dc.subjectStructure-activity relationshippt_BR
dc.subjectBiological and pharmacological activitiespt_BR
dc.subjectBioactive compoundspt_BR
dc.subjectMolecular structurept_BR
dc.titleConformational variability in sulfonamide chalcone hybrids: crystal structure and cytotoxicitypt_BR
dc.typeArtigopt_BR

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