Polyunsaturated fatty acid-derived chromones exhibiting potent antioxidant activity

• Polyunsaturated lipid chromone.
• Antioxidant.
• Inhibitor of ROS.

The marine polyunsaturated lipid-derived natural product all-(Z)-5,7-dihydroxy-2-(4Z,7Z,10Z,13Z,16Z-nonadecapentaenyl) (1) and four analogs 5–8 have been synthesized and evaluated as antioxidants in two cell-based assays. The natural product 1 and the analog 5 exhibited interesting antioxidant effects with IC50-values of 14 ± 9 and 29 ± 3 μM, respectively, in a cellular lipid peroxidation antioxidant activity assay using HepG2 cells. Moreover, in the HepG2 cellular antioxidant activity assay, the natural product 1 exhibited strong protective effects against reactive oxygen species with an IC50 = 160 ± 25 μM.

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