A gram scale synthesis of a multi-13C-labelled anthocyanin, [6,8,10,3',5'-13C5]cyanidin-3-glucoside, for use in oral tracer studies in humans

Chem Commun (Camb). 2011 Oct 14;47(38):10596-8. doi: 10.1039/c1cc14323a. Epub 2011 Sep 5.

Abstract

The major dietary anthocyanin, cyanidin-3-glucoside, was prepared on a 4 g scale from three units of diethyl [2-(13)C]malonate and one unit of [1,3-(13)C(2)]acetone, such that five isotope locations were distributed throughout the molecule to provide a penta-(13)C(5)-labelled anthocyanin, [6,8,10,3',5'-(13)C(5)]cyanidin-3-glucoside chloride, for use in human stable-isotope tracer studies.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Administration, Oral
  • Anthocyanins / chemical synthesis
  • Anthocyanins / chemistry*
  • Anthocyanins / pharmacokinetics
  • Carbon Isotopes / chemistry
  • Glucosides / chemical synthesis*
  • Glucosides / chemistry*
  • Glucosides / pharmacokinetics
  • Humans
  • Isotope Labeling
  • Stereoisomerism

Substances

  • Anthocyanins
  • Carbon Isotopes
  • Glucosides
  • cyanidin-3-O-beta-glucopyranoside