The type of sugar moiety is a major determinant of the small intestinal uptake and subsequent biliary excretion of dietary quercetin glycosides

I.C.W. Arts, A.L.A. Sesink, M. Faassen, P.C.H. Hollman

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174 Citations (Scopus)

Abstract

Quercetin is an important dietary flavonoid with putative beneficial effects in the prevention of cancer and CVD. The in vivo bioactivity of quercetin depends on its bioavailability, which varies widely between foods. We used an in situ rat intestinal perfusion model to study whether differential small intestinal hydrolysis of the sugar moiety of five naturally occurring quercetin glycosides determines the small intestinal uptake and subsequent biliary excretion of quercetin. After 30 min perfusion, a decrease of intact quercetin glycoside in perfusate was observed for quercetin-3-O-beta-glucoside (20.9 (SEM 1-4) mumol/l) and quercetin-4'-O-beta-glucoside (23.5 (SEM 1-6) mumol/l), but not of quercetin-3-O-beta-galactoside, quercetin-3-O-beta-rhamnoside and quercetin-3-O-alpha-arabinopyranoside. Appearance of free quercetin in perfusate and conjugated quercetin metabolites (quercetin, isorhammetin, and tamarixetin) in portal and peripheral plasma and bile were also significantly greater after treatment with quercetin-3-O-beta-glucoside or quercetin-4'-O-beta-glucoside compared with any of the other glycosides. Thus, the type of sugar moiety is a major determinant of the small intestinal absorption of quercetin glycosides, but the position (3 or 4') of the glucose moiety does not further influence absorption. The poor bioavailability of important dietary quercetin glycosides has implications for their in vivo bioactivities.
Original languageEnglish
Pages (from-to)841-847
JournalBritish Journal of Nutrition
Volume91
Issue number6
DOIs
Publication statusPublished - 2004

Keywords

  • lactase-phlorhizin hydrolase
  • conjugated derivatives
  • flavonoid glycosides
  • rat plasma
  • bioavailability
  • absorption
  • quercetin-3-glucoside
  • humans
  • quercetin-4'-glucoside
  • deglycosylation

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