Conformational Variability in Sulfonamide Chalcone Hybrids: Crystal Structure and Cytotoxicity
| العنوان: | Conformational Variability in Sulfonamide Chalcone Hybrids: Crystal Structure and Cytotoxicity |
|---|---|
| المؤلفون: | Luiz Henrique Keng Queiroz Júnior, Felipe T. Martins, Mirian R. C. de Castro, Ângelo Q. Aragão, Stefânio Barreto, Manoel Odorico de Moraes, Darlene P. K. Queiroz, Caridad N. Perez, Cameron Capeletti da Silva |
| المصدر: | Journal of the Brazilian Chemical Society v.27 n.5 2016 Journal of the Brazilian Chemical Society Sociedade Brasileira de Química (SBQ) instacron:SBQ Journal of the Brazilian Chemical Society, Volume: 27, Issue: 5, Pages: 884-898, Published: MAY 2016 Repositório Institucional da Universidade Federal do Ceará (UFC) Universidade Federal do Ceará (UFC) instacron:UFC |
| بيانات النشر: | Sociedade Brasileira de Química, 2016. |
| سنة النشر: | 2016 |
| مصطلحات موضوعية: | Chalcone, bioactive compounds, Stereochemistry, structure-activity relationship, molecular structure, General Chemistry, Crystal structure, Condensation reaction, Benzaldehyde, chemistry.chemical_compound, chemistry, structural analyses and structure determination, Estrutura Molecular, Structure–activity relationship, Moiety, Molecule, biological and pharmacological activities, Conformational isomerism, Calcona |
| الوصف: | 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. |
| وصف الملف: | text/html |
| اللغة: | English |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::a2eb074b1fd1a653ca0a61273d6c7f76 http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532016000500884 |
| Rights: | OPEN |
| رقم الانضمام: | edsair.doi.dedup.....a2eb074b1fd1a653ca0a61273d6c7f76 |
| قاعدة البيانات: | OpenAIRE |
| الوصف غير متاح. |