Inhibition of platelet aggregation by 5-nitro-2-furaldehyde diacetate with observations on structure-activity relationships

Ennio C. Rossi, Stephen Nimer, Gerlinde Louis

Research output: Contribution to journalArticle

Abstract

Nitrofurantoin [1-(5′-nitro-2′-furfurylideneamino)-2, 4-diketoimidazole] is a potent inhibitor of primary ADP-induced platelet aggregation. The nitro group on the furan ring and the specific arrangement of the two keto groups on the imidazole ring are the molecular characteristics of nitrofurantoin critical to its inhibitory effect. The present studies report that 5-nitro-2-furaldehyde diacetate is also a potent inhibitor of primary ADP-induced platelet aggregation. 5-Nitro-2-furaldehyde diproprionate, 5-nitro-2-furaldehyde dibutyrate, and 5-nitro-2-furfuryl acetate are essentially inactive. These results indicate that a diacetate moiety can replace the diketoimidazole moiety of nitrofurantoin and form a compound that fully retains the inhibitory effect upon primary ADP-induced platelet aggregation.

Original languageEnglish (US)
Pages (from-to)703-709
Number of pages7
JournalThe Journal of Laboratory and Clinical Medicine
Volume87
Issue number4
StatePublished - Apr 1976
Externally publishedYes

ASJC Scopus subject areas

  • Pathology and Forensic Medicine

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