Classification of Marine Algae–Derived Compounds by the Mechanism Responsible for Decreasing Lipoxygenase-Catalyzed Lipid Hydroperoxides

Abstract

Lipoxygenase (LOX)-mediated lipid hydroperoxides (LHPOs) are converted to physiologically active mediators. Thus, decreasing hydroperoxides is important for diminishing various health-related risks. In this study, decreasing compounds of LOX-catalyzed LHPOs were investigated and classified by mechanism using a modified triple LOX-indamine dye formation (IDF) method. The compounds 2,3-dibromo-4,5-dihydroxybenzyl methyl ether (1) and fucoxanthin (2) were isolated from algae as compounds that can decrease hydroperoxides. Along with previously isolated pheophytin a (3), a chlorophyll-related compound, and purchased nordihydroguaiaretic acid (4), a well-known lipoxygenase inhibitor, all the compounds were examined to determine the mechanisms responsible for decreasing LHPOs by using a modified triple LOX-IDF method. Compounds 1 and 4 were found to be LOX inhibitors, compound 2 was a decomposer of the produced LHPOs, and compound 3 was both an inhibitor and a decomposer of the produced LHPOs.