Inhibition of prostaglandin biosynthesis by triynoic acids.
Prostaglandin biosynthesis from eicosa-8,11,14-trienoic acid in microsomes from bovine seminal vesicles is inhibited by acetylenic acids. Octadeca-6,9,12-triynoic acid and eicosa-8,11,14-triynoic acid are the most potent inhibitors. These acids both contain an omega-8 methylene group. Within the 20-carbon acetylenic acid series, inhibition decreases in the sequence eicosa-8,11,14-triynoic acid greater than eicosa-7,10,13-triynoic acid greater than eicosa-5,8,11-triynoic acid. Furthermore, eicosa-8,11,14-triynoic acid is a more potent inhibitor of arachidonic acid induced platelet aggregation than either eicosa-7,10,13-triynoic acid or eicosa-5,8,11-triynoic acid. The omega-8 methylene group is not the only determinent of inhibitory potency since docosa-10,13,16-triynoic acid is less potent than its 18 and 20 carbon analogs and all of these acids have an omega-8 methylene group.
D015117:5,8,11,14-Eicosatetraynoic Acid / Q000494:pharmacology*; D015126:8,11,14-Eicosatrienoic Acid / Q000378:metabolism* / Q000494:pharmacology; D000818:Animals; D001095:Arachidonic Acids / Q000494:pharmacology; D001241:Aspirin / Q000494:pharmacology; D002417:Cattle; D003864:Depression, Chemical; D004537:Eicosanoic Acids / Q000494:pharmacology; D005231:Fatty Acids, Unsaturated / Q000378:metabolism* / Q000494:pharmacology*; D008297:Male; D008861:Microsomes / Q000378:metabolism; D010974:Platelet Aggregation / Q000187:drug effects; D011453:Prostaglandins / Q000096:biosynthesis*; D012669:Seminal Vesicles / Q000378:metabolism
D001095:Arachidonic Acids; D004537:Eicosanoic Acids; D005231:Fatty Acids, Unsaturated; D011453:Prostaglandins; D015117:5,8,11,14-Eicosatetraynoic Acid; D015126:8,11,14-Eicosatrienoic Acid; D001241:Aspirin