Flavonoid metabolism: the synthesis of phenolic glucuronides and sulfates as candidate metabolites for bioactivity studies of dietary flavonoids

Qingzhi Zhang, K. Saki Raheem, Nigel P. Botting, Alexandra M.z. Slawin, Colin D. Kay, David O'Hagan

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28 Citations (Scopus)

Abstract

Epidemiological studies indicate that favonoid intake is inversely associated with the risk of coronary heart disease, yet the mechanisms responsible for their bioactivity are still a matter of debate. Based on the rapid and extensive metabolism of most favonoids, their health effects most likely result from the
biological activity of their metabolites. However, a lack of commercially available compounds/standards has prevented the study of metabolite bioactivity and resulted in a focus on non-physiologically relevant precursor/parent structures. This paper details the synthesis of a series of phenolic glucuronide 1a-e and
sulfate 2a-e derivates as candidate metabolites for use as reference compounds in metabolic profling studies and for the exploration of favonoid bioactivity.
Original languageEnglish
Article number68
Pages (from-to)4194-4201
Number of pages8
JournalTetrahedron
Volume68
Issue number22
DOIs
Publication statusPublished - 3 Jun 2012

Keywords

  • Flavanoids
  • Metabolites
  • Phenolic glucuronides
  • Phenolic sulfates
  • Synthesis

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