Diarylidenecyclopentanone derivatives as potent anti-inflammatory and anticancer agents

摘要

Cancer is often associated with chronic inflammation. In order to develop potential anticancer and anti-inflammatory agents a series of 26 diarylidenecyclopentanones (DACPs)Ia-Iv,II,III, andIVwere synthesized. Five of the synthesizedDACPs are novel (Ih,Ij,Ik,Is, andIv), derivativeIvwas characterized using single-crystal X-ray diffraction study. All the synthesized derivatives were tested for their anti-inflammatory as well as cytotoxicity properties. CompoundIsis found to have the highest anti-inflammatory activity (93.67%) by inhibiting PGE(2)(prostaglandin E-2) production. Three of theDACPs (Io,It, andIu) were observed to have high cytotoxicity with IC(50)value of 8.73 +/- 0.06 mu M (Io), 12.55 +/- 0.31 mu M (It), and 11.47 +/- 0.15 mu M (Iu) against HeLa cells. Further staining and cell cycle analysis was done using these threeDACPs to understand their mechanism of action. The G(0)/G(1)phase was observed to be the longest one through which the cells undergo apoptosis.