Synthesis and biological evaluation of some undecanone derivatives

AbstractThe total synthesis of Ardisinone E [15, 1-(2,4,6-trihydroxy phenyl)-11-(2-hydroxyphenyl)-undecan-1-one], a natural diarylundecanone, isolated fromArdisia arborescens, was accomplished along with 16 new diarylundecanone analogs (18a–p), by modified Wittig reaction. The structures of the compounds were confirmed by1H,13C and mass spectral data. Compound15 showed potent cytotoxic activity with an ED50 of 4.19  µg/mL in brine shrimp lethality assay model. Compounds18c,18e,18j,18k,18l, and18m exhibited strong anti-oxidant activity with IC50 values of 18.75, 12.28, 18.35, 11.04, 12.05, and 11.32  µg/mL, respectively, in NBT free radical assay. Compounds18e,18k, and18m also showed significant 5-lipoxyganase enzyme inhibitory potential with IC50 values of 12.8, 15.23, and 15.23  µg/mL, respectively.
Source: Medicinal Chemistry Research - Category: Chemistry Source Type: research