ARTIFICIALLY FUNCTIONALIZED POLYENOIC FAT TY-ACIDS AS NEW LIPID BIOREGULATORS

Dopamine, histamine, serotonin, and serotonin analogs were acylated wi th arachidonic and eicosapentaenoic acids, and the reaction products w ere named as artificially functionalized fatty acids (AFFA). The amide s of arachidonic acid with serotonin, dopamine, and histamine were fou nd to inhibit human platelet aggregation induced by ADP, arachidonic a cid and adrenaline, Amides of arachidonic and eicosapentaenoic acids w ith serotonin and dopamine protect sea urchin early embryos against cy totoxic action of serotonin and histamine antagonists. These effects a re not connected with the possible hydrolytic cleavage of AFFA to thei r constituent polyenoic fatty acids and amines. Arachidonic acid dopam inamide was shown to be a substrate of soybean 15-lipoxygenase, wherea s the arachidonic acid amides with serotonin and its derivatives were resistant to this enzyme. Moreover, arachidonic acid serotoninamide tu rned out to be an irreversible lipoxygenase inhibitor, Considerable am ount of hydroxyl radicals (fluorescent assay) were found for the first time to accompany lipoxygenase oxidation of linoleic acid; arachidoni c acid serotoninamide blocked this process completely, Therefore, it w as concluded that AFFA possess specific biological activity and can be considered as a novel group of lipid bioregulators.