Modification of the 1,2,3-triazole ring present in an effective in vitro inhibitor of the prostaglandin synthesis.
This paper describes some modifications of the heterocyclic ring of 1-N-benzylsubstituted 1,2,3-triazoles, which are effective inhibitors of the arachidonic acid-induced malondialdehyde production in human platelets. The corresponding 1-N-imidazole- or 1-N-1,2,4-triazole-derivatives, with basic properties, preserve the inhibitory enzymatic activity, whilst the C-substituted tetrazole or 1,3,4-oxadiazole derivatives, with a neutral character, show no activity. A close structural relationship between our active compounds and Dazoxiben, a potent selective tromboxane-synthetase inhibitor, was observed.
Andreini
F
F
Istituto Di Chimica Farmaceutica, Università Di Pisa, Italy.
Biagi
G
G
Giorgi
I
I
Livi
O
O
Scartoni
V
V
D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis; D016718:Arachidonic Acid; D001095:Arachidonic Acids / Q000378:metabolism; D001792:Blood Platelets / Q000187:drug effects / Q000378:metabolism; D055598:Chemical Phenomena; D002621:Chemistry; D006801:Humans; D066298:In Vitro Techniques; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D008315:Malondialdehyde / Q000378:metabolism; D011448:Prostaglandin Antagonists / Q000032:analysis / Q000138:chemical synthesis*; D014230:Triazoles / Q000032:analysis / Q000138:chemical synthesis* / Q000494:pharmacology
D000894:Anti-Inflammatory Agents, Non-Steroidal; D001095:Arachidonic Acids; D011448:Prostaglandin Antagonists; D014230:Triazoles; D016718:Arachidonic Acid; D008315:Malondialdehyde