SYNTHESIS OF NOVEL 3-ARYLATED 2-HYDROXY-1,4-NAPHTHOQUINONE DERIVATIVES <i>via</i> MICROWAVE-ASSISTED THREE-COMPONENT DOMINO REACTION AND EVALUATION OF THEIR CYTOTOXIC ACTIVITY
DOI:
https://doi.org/10.1007/6024Ключевые слова:
γ-butyrolactone, 1, 4-naphthoquinone, tetronic acid, cytotoxic activity, , microwave irradiation, three-component domino reactionАннотация
Synthesis of novel 3-arylated 2-hydroxy-1,4-naphthoquinone derivatives via microwave-assisted three-component reaction starting from 2-hydroxy-1,4-naphthoquinone, tetronic acid, and various aromatic aldehydes has been described. This multicomponent domino reaction proceeded through the Knoevenagel condensation, Michael addition, deprotonation, and 1,3-H shift steps. Five of the synthesized compounds displayed good cytotoxic activity against two human cancer cell lines, KB and HepG2, with half maximal inhibitory concentration values in a range of 4–20 μM.
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Опубликован
2021-02-22
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Оригинальные статьи