Antitumor activity of some natural flavonoids and synthetic derivatives on various human and murine cancer cell lines

The effect of various natural flavonoids, cinnamic acid derivatives, and a series of synthetic flavones on cell proliferation was evaluated in vitro in a panel of established human and murine tumor cell lines. The most potent antiproliferative agents were caffeic acid n-butyl ester (12) > 2′-nitroflavone (26) > caffeic acid ethyl ester (11) ∼ 2′,6-dinitroflavone (27) > apigenin (3) > 3′-bromoflavone (20) ∼ 2′-fluoro-6-bromoflavone (31). Some compounds showed a moderate effect, the order of cytotoxic activities being chrysin (2) > 2′-fluoro-6-chloroflavone (30) ∼ 2′-chlorochrysin (32) > α-naphthoflavone (7) > β-naphthoflavone (8) ∼6-chloroflavone (14) ∼ 6-bromoflavone (15) ∼ 4′-nitroflavone (23). A structure–activity relationship analysis of each group of compounds was performed. None of the natural or synthetic compounds tested affected the proliferation of epithelial cells derived from normal mammary gland of mice or fibroblastic cells from mouse embryo, suggesting a selective action against tumor cells.

The in vitro activity of different natural flavonoids, cinnamic acid derivatives, and a series of synthetic flavones in established cancer cell lines was studied. Analysis of each group of compounds indicated that apigenin, caffeic acid n-butyl ester, and 2′-nitroflavone possess the most potent antiproliferative activities. In addition, a structure–activity relationship study was performed.Figure optionsDownload as PowerPoint slide