Synthesis, structure, antimicrobial and antioxidant investigations of dicoumarol and related compounds

Naceur HAMDI, M. Carmen Puerta, Pedro Valerga

Research output: Contribution to journalJournal articlepeer-review

145 Scopus citations

Abstract

Different substituted 3,3′-arylidenebis-4-hydroxycoumarins (1-7) and tetrakis-4-hydroxycoumarin derivative 8 are the final products when 4-hydroxycoumarin and aromatic aldehydes containing different groups in ortho, meta or para positions condense in boiling ethanol or acetic acid. Upon heating 3,3′-arylidenebis-4-hydroxycoumarins, and tetrakis-4-hydroxycoumarin derivative in anhydride acetic acid, the epoxydicoumarins (9-16) were formed. From a study of nuclear magnetic resonance and infrared spectra, intramolecularly hydrogen-bonded structures are proposed for the dicoumarols (1-8). A possible relationship between such hydrogen-bonded structures and the antimicrobial and the antioxidant activities of compounds 1-8 is suggested.

Original languageEnglish
Pages (from-to)2541-2548
Number of pages8
JournalEuropean Journal of Medicinal Chemistry
Volume43
Issue number11
DOIs
StatePublished - Nov 2008
Externally publishedYes

Keywords

  • 4-Hydroxycoumarin derivatives
  • Antimicrobial activity
  • Antioxidant activity
  • Aromatic aldehydes

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