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Hydroxytyrosol (HT), abundantly present in olives, has demonstrated anticancer properties. HT exhibited antiproliferative and pro-apoptotic effects in cancer cells through H2O2 generation. The mechanism of prooxidant activity of HT involves O2 and transition metals. First, the phenol moiety undergoes oxidation by Cu(II) or Fe(II), forming semiquinones, which then react with O2 generating O2•− and finally producing H2O2.