An acyclic, non-provitamin A carotene, lycopene is responsible for the red pigmentation of ripe tomatoes and some other edible fruits such as watermelon and papaya. Lycopene is also a potent antioxidant and scavenger of free radicals. Multiple retrospective and prospective epidemiological studies have indicated that the consumption of tomato products containing lycopene is associated with a reduced risk of prostate cancer. These epidemiological studies are supported by numerous in vitro assays using cell cultures that show anti-cancer activities and cancer chemoprevention activities of lycopene in many cell lines including prostate cancer cells. These activities include inducing apoptosis, inhibiting metastasis, preventing oxidative stress, and up-regulating the antioxidant response element so that cells can produce cytoprotective enzymes against prooxidants and electrophiles. In vivo animal studies and Phase I and II clinical trials have shown that lycopene supplements are non-toxic and that lycopene is orally bioavailable. Furthermore, lycopene is concentrated in prostate tissue and localized to the nucleus. In addition, some oxygenated metabolites of lycopene have been identified, and might be active as chemoprevention agents. The next phase of research concerning lycopene as a chemoprevention agent will be Phase II clinical trials of efficacy that are placebo-controlled, randomized and double blind. These clinical trials are required to establish the efficacy of lycopene supplementation.