In this study, a convenient approach and green procedure for the synthesis of 4-phenacylideneflavenes has been developed from the reaction between 2,4-dihydroxybenzaldehyde and substituted acetophenones using boric acid as a catalyst in polyethylene glycol 400. Seven 4-phenacylideneflavenes were synthetized and their structures were confirmed by NMR and mass spectral analyses. Meanwhile, their possible mechanism of formation was also discussed. These products were found to have potential cytotoxic effect on HepG2 cell line with IC50 values from 12.5 to 50 µM.
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This work was supported by grants from the Young Teacher Education Research Project of Fujian Province of China (JA15390) and the Science and Technology Project of Quanzhou of China (2015Z135).
The 1D- (1H- and 13C-NMR), 2D-NMR (1H-1H COSY, HSQC and HMBC), ESI-MS spectra of compounds are available in the supplementary materials.
Chen, Hongbin; Xu, Yang; Zhang, Yinan; and Zheng, Zongping, "A New Approach to Synthesize of 4-Phenacylideneflavene Derivatives and to Evaluate Their Cytotoxic Effects on HepG2 Cell Line" (2017). Pharmaceutical Sciences Faculty Publications. 94.