A 2001 study from Japan found that hairless mice exposed to damaging doses of sunlight then soothed with olive oil developed fewer skin cancers. We don't know if people's skin will react the same as hairless mice, but it is likely that the antioxidants in olive oil could help prevent cancer in humans too. Sunlight damages DNA and creates free radicals that cause oxidative damage. Olive oil has polyphenols and other natural antioxidants that could prevent the type of damage that leads to cancer. Cheaper refined olive oil didn't seem to help the mice as much as fresh, extra virgin olive oil. The utility of this study is unclear, as no amount of olive oil would undo all the damage caused by the sun. A wiser course would be to avoid the sun, use a hat and sunscreens and save the olive oil for a salad.
A more recent study from Ireland demonstrated the role of olive oil in an anti-cancer diet. It seems that the lycopene of tomatoes is more effectively utilized to prevent skin cancer when combined in the diet with olive oil. These foods eaten together provided the equivalent of a low factor sunscreen of protection to the study participants. Again, it should be noted that the best protection from sun is afforded by hats, clothing and minimal exposure.

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