Synthesis, anti-proliferative activity, theoretical and 1H NMR experimental studies of Morita–Baylis–Hillman adducts from isatin derivatives
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2020
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Quaternary or spirocyclic 3-substituted-3-hydroxy-2-oxindole is considered a privileged scaffold. In other words, it is a molecular core present on several compounds with a wide spectrum of biological activities. Among its precursors, activated ketones (isatin nucleus) can be used as interesting starting points to Morita–Baylis–Hillman adducts derivatives, a class of compounds with good cytotoxic potential. In this paper, we present the synthesis, anti-proliferative activity against lung cancer cell line and a theoretical conformational study of 21 of Morita–Baylis–Hillman adducts from isatin derivatives, by DFT quantum chemical calculations, followed by a SAR and QSAR analysis. Besides, an efficient synthetic protocol and good biological activity profile were highlighted interesting observations about 1H NMR experimental spectra, molecular modeling results and crystallographic data available.
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Synthesis of Morita–Baylis–Hillman adducts from isatin derivatives, Anti-proliferative activity, 1 H NMR spectroscopy, DFT calculations and QSAR modeling, X-Ray crystallography
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BRITO, Vinicius B. M. et al. Synthesis, anti-proliferative activity, theoretical and 1H NMR experimental studies of Morita-Baylis-Hillman adducts from isatin derivatives. Molecular Diversity, Dordrecht, v. 24, p. 265-281, 2020. DOI: 10.1007/s11030-019-09950-7. Disponível em: https://link.springer.com/article/10.1007/s11030-019-09950-7. Acesso em: 14 nov. 2023.