Synthesis of three potential inhibitors of leukotriene biosynthesis.
The syntheses of 7,7-dimethyl- (1), 10,10-dimethyl- (2), and 5,6-benzoarachidonic acid (3), potential substrate analogue inhibitors of leukotriene biosynthesis, are described. Two of these compounds (1 and 2) apparently stimulated, while 3 inhibited, the activity of lipoxygenase from intact human polymorphonuclear leukocytes in vitro when stimulated with Ca2+ and calcium ionophore A23187 in the presence of BSA and arachidonic acid.
D001095:Arachidonic Acids / Q000096:biosynthesis / Q000138:chemical synthesis*; D000001:Calcimycin / Q000494:pharmacology; D002118:Calcium / Q000494:pharmacology; D006801:Humans; D006893:Hydroxyeicosatetraenoic Acids; D007975:Leukotriene B4 / Q000096:biosynthesis*; D009504:Neutrophils / Q000187:drug effects; D013189:SRS-A / Q000096:biosynthesis*
D001095:Arachidonic Acids; D006893:Hydroxyeicosatetraenoic Acids; D013189:SRS-A; D007975:Leukotriene B4; D000001:Calcimycin; C022022:5-hydroxy-6,8,11,14-eicosatetraenoic acid; C038722:7,7-dimethylarachidonic acid; C038721:10,10-dimethylarachidonic acid; C038720:5,6-benzoarachidonic acid; D002118:Calcium