| Autor: |
Brito VBM; Postgraduate Program of Biosciences (ex-Natural Resources of Semi-arid), Postgraduate Program of Health and Biological Sciences, Collegiate of Pharmaceutical Sciences, Federal University of San Francisco Valley (UNIVASF), Petrolina, Pernambuco, Brazil., Santos GF; LASOM-PB, Departament of Chemistry, Federal University of Paraiba (UFPB), João Pessoa, Paraiba, Brazil., Silva TDS; Department of Physiology and Pharmacology, Federal University of Pernambuco (UFPE), Recife, Pernambuco, Brazil., Souza JLC; Department of Physiology and Pharmacology, Federal University of Pernambuco (UFPE), Recife, Pernambuco, Brazil., Militão GCG; Department of Physiology and Pharmacology, Federal University of Pernambuco (UFPE), Recife, Pernambuco, Brazil., Martins FT; Institute of Chemistry, Federal University of Goias (UFG), Goiânia, Brazil., Silva FPL; LASOM-PB, Departament of Chemistry, Federal University of Paraiba (UFPB), João Pessoa, Paraiba, Brazil., Oliveira BG; LQTAIM, Postgraduate Program of Pure and Applied Chemistry, Federal University of West Bahia (UFOB), Bahia, Brazil., Araújo ECC; Postgraduate Program of Biosciences (ex-Natural Resources of Semi-arid), Postgraduate Program of Health and Biological Sciences, Collegiate of Pharmaceutical Sciences, Federal University of San Francisco Valley (UNIVASF), Petrolina, Pernambuco, Brazil., Vasconcellos MLAA; LASOM-PB, Departament of Chemistry, Federal University of Paraiba (UFPB), João Pessoa, Paraiba, Brazil., Lima-Júnior CG; LASOM-PB, Departament of Chemistry, Federal University of Paraiba (UFPB), João Pessoa, Paraiba, Brazil. juniorganico@gmail.com., Alencar-Filho EB; Postgraduate Program of Biosciences (ex-Natural Resources of Semi-arid), Postgraduate Program of Health and Biological Sciences, Collegiate of Pharmaceutical Sciences, Federal University of San Francisco Valley (UNIVASF), Petrolina, Pernambuco, Brazil. edilson.beserra@univasf.edu.br. |
| Abstrakt: |
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 1 H NMR experimental spectra, molecular modeling results and crystallographic data available. |
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