Synthesis of novel kavain-like derivatives and evaluation of their cytotoxic activity
| Autor: | Julien Petrignet, René Grée, Patricia de Aguiar Amaral, Taciane Agustini, Nicolas Gouault, Vera Lucia Eifler-Lima, Françoise Lohézic-Ledévéhat, Alexandre Cariou, Michèle David |
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| Přispěvatelé: | Chimie et Photonique Moléculaires (CPM), Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Centre National de la Recherche Scientifique (CNRS), Institut des Sciences Chimiques de Rennes (ISCR), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées (INSA), Substances Lichéniques et Photoprotection, Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES), Université de Rennes (UR)-Centre National de la Recherche Scientifique (CNRS), Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Université de Rennes (UR) |
| Rok vydání: | 2009 |
| Předmět: |
Stereochemistry
chemistry.chemical_element 010402 general chemistry Ring (chemistry) 01 natural sciences Coupling reaction Suzuki-Miyaura chemistry.chemical_compound δ-valerolactones [CHIM]Chemical Sciences Kavain Cytotoxicity kavaïn analogues chemistry.chemical_classification Tandem 010405 organic chemistry General Chemistry 0104 chemical sciences Nickel chemistry cytotoxicity Heck Sonogashira-Hagihara Isomerization tandem isomerization-aldolization Lactone |
| Zdroj: | Journal of the Brazilian Chemical Society, Volume: 20, Issue: 9, Pages: 1687-1697, Published: 2009 Journal of the Brazilian Chemical Society Journal of the Brazilian Chemical Society, Sociedade Brasileira de Química, SBQ, 2009, 20, pp.1687-1697. ⟨10.1590/S0103-50532009000900018⟩ Journal of the Brazilian Chemical Society v.20 n.9 2009 Sociedade Brasileira de Química (SBQ) instacron:SBQ Journal of the Brazilian Chemical Society, 2009, 20, pp.1687-1697. ⟨10.1590/S0103-50532009000900018⟩ |
| ISSN: | 0103-5053 1678-4790 |
| Popis: | Palladium-catalyzed cross coupling reactions (Sonogashira-Hagihara, Suzuki-Miyaura, and Heck) coupling and nickel hydride-mediated tandem isomerization aldolisation have been used for the synthesis of three series of δ-valerolactones substituted in positions 3, 4, 5 and 6 of the lactone ring. The 26 kavaïn-like derivatives were tested against three cell lines and five of them exhibited a weak cytotoxic activity. Reações de acoplamento do tipo Heck, Sonogashira-Hagihara, Suzuki-Miyaura e reação de aldolisação catalizadas por metal foram utilizadas para a obtenção de três séries de δ-valerolactonas substituídas em posições 3, 4, 5 e 6 do anel lactônico. As 26 δ-valerolactonas sintetizadas foram testadas contra três linhagens celulares e cinco delas exibiram uma moderada atividade citotóxica. |
| Databáze: | OpenAIRE |
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