Synthesis And Cytotoxicity Evaluation Of A Series Of 3-Alkenyl-2-Hydroxy-1,4-Naphthoquinones Obtained By An Efficient Knoevenagel Condensation
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY(2019)
Abstract
A modified and efficient Knoevenagel condensation procedure was developed to synthesize the title compounds using beta-alanine and acetic acid as catalysts, showing good to excellent yields. We used lawsone with suitable aliphatic aldehydes including isobutyraldehyde, 3-methylbutyraldehyde, 2-ethylbutyraldehyde, phenylacetaldchyde, 2-phenyl-propionaldehyde, among others. These compounds were submitted to cytotoxic screening against three tumor cell lines presenting good to excellent cytotoxic profiles.
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Key words
1,4-naphthoquinones, 3-alkenyl-2-hydroxy-1,4-naplithoquinones, lawsone, Knoevenagel condensation, cytotoxic evaluation
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