Synthesis and Biological Evaluation of 9,11-Azo-13-oxa-15-hydroxyprostanoic Acid, a Potent Inhibitor of Platelet Aggregation

Sheung Tsam Kam, Philip S. Portoghese, Jonathan M. Gerrard, Earl W. Dunham

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

The synthesis of a prostaglandin endoperoxide analogue, 9, 11-azo-13-oxa-15-hydroxyprostanoic acid (AOHP), is described. AOHP was found to block effectively both the thromboxane synthetase and the PGH2/TxA2 receptors in human platelets. It inhibits the platelet aggregation induced by arachidonic acid, 9, 11-methanoepoxy-PGH2, PGH2, and TxA2 but does not affect the ADP-induced aggregation in aspirinated platelet-rich plasma. Some of the intermediates for the synthesis of AOHP also are effective in inhibiting platelet aggregation.

Original languageEnglish (US)
Pages (from-to)1402-1408
Number of pages7
JournalJournal of medicinal chemistry
Volume22
Issue number11
DOIs
StatePublished - Feb 1 1979

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