Synthesis and antiproliferative activity of aminoalkylated chalcones on three human cancer cells

AbstractTwo series of 16 novel aminoalkylated chalcone derivatives2a–h and3a–h were synthesized from 2 ′-hydroxy-3,4,4′,6′-tetramethoxychalcone (1) through extending alkoxy side chain at the 2 ′-position, and introducting amine hydrogen bond receptor at the end of the side chain. Their in vitro antiproliferative activities were evaluated on a panel of three human cell lines (Hela, HCC1954, and SK-OV-3) by CCK-8 assay. The results showed that all the target compounds, except compound3e, exhibited moderate to potent antiproliferative activities against these three human cancer cells with the IC50 values of 6.78 –64.45 μmol/L, in particular compounds2g (on Hela cells),2c (on HCC1954 cells), and2c,2d (on SK-OV-3 cells) possess IC50 values below 10  μmol/L. It showed the introduction of aminoalkyl moiety at 2′-O-position of chalcone1 resulted to produce the desired effect of increasing the antiproliferative activities, and the distance between the amino groups and chalcone moiety plays an important role, the optimal number of methylene units is two-carbon spacer.Graphical abstractA series of 16 novel aminoalkylated chalcones were synthesized and their antiproliferative acivities on three human cancer cells were evaluated.
Source: Medicinal Chemistry Research - Category: Chemistry Source Type: research