All trans 1-(3-arylacryloyl)-3,5-bis(pyridin-4-ylmethylene)piperidin-4-ones as curcumin-inspired antineoplastics

Curcumin-inspired cytotoxic 3,5-bis(arylmethylene)-1-(N-(ortho-substituted aryl)maleamoyl)-4-piperidones: A novel group of topoisomerase II alpha inhibitors

“…It was interesting to note that all compounds of series 9 showed more peaks in the 13 C NMR spectra than expected based on C2 symmetry in the molecule along piperidone >C=O and N axis. We have observed this phenomenon previously [33]. It meant that these compounds predominantly occupy a non-symmetrical conformation due to the electron delocalization on piperidone amide.…”

“…Table 3 summarizes the anti-oxidant and cytoprotective activity data obtained for these 33 compounds as well as curcumin at 100 µM concentrations. As observed before [33], Additionally, the in vitro anti-oxidant activity of these compounds was also determined by using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay (Table 3), which estimates anti-oxidant activity by HAT mechanism. The compounds 9Bd and 9Bf exhibited the strongest anti-radical scavenging activity, analogous to curcumin in vitro (p≤0.05).…”

“…The DPPH antioxidant assay was performed according to our recent reports [15,33]. The anti-oxidant capacity results were expressed as %inhibition of DPPH radical with respect to untreated control (Table 3).…”

“…ROS inhibition by curcumin inspired compounds in WI-38 cells by using the dichlorofluorescein (DCF) assay according to the detailed method described in our recent report [33]. The results were expressed as percentage inhibition of ROS with respect to an assay control (Table 3).…”

Synthesis and assessment of the antioxidant and antitumor properties of asymmetric curcumin analogues

“…The synthetic routes for the compounds of the mono-carbonyl analogs of curcumin (10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20)(21)(22)(23)(24)(25)(26) used in this study are shown in Schemes 1 and scheme 2; their structures are shown in Table 1. The compounds 15 -26 were prepared as asymmetric analogues(scheme2) and the symmetric compounds 10-14 were also synthesized according to the literature [ 20 ] [ 21 ] .…”