Synthesis of the Main Red Wine Anthocyanin Metabolite: Malvidin-3-O-β-Glucuronide

Luis Cruz and Iva Fernandes describe the synthesis of malvidin-3-O-β-glucuronide.

The large diversity of flavonoid metabolites in vivo makes their proper detection and quantification difficult in the absence of pure standards. Indeed, flavonoids are extensively metabolized to different conjugated derivatives (methyl ethers, glucuronides, sulfates) that are likely to be the circulating forms able to reach their metabolic targets. To study the activity of these circulating metabolites, these compounds must be available as standards. However, most of these compounds are not commercially available and hence have to be prepared in the laboratory.
Amongst red­wine flavonoids, anthocyanins are the most difficult to track in vivo. The human metabolism of anthocyanins is poorly described in the literature, with scarce information on the biological effects of their metabolites. A new study led by Dr. Luis Cruz and Dr. Iva Fernandes at the University of Porto (Portugal) has recently investigated this issue.

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