Journal
TETRAHEDRON
Volume 68, Issue 22, Pages 4194-4201Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.03.100
Keywords
Flavanoids; Metabolites; Phenolic glucuronides; Phenolic sulfates; Synthesis
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Funding
- BBSRC under the DRINC [BB/I0066028/1]
- Biotechnology and Biological Sciences Research Council [BB/H004963/1, BB/I006028/1, BB/H004726/1] Funding Source: researchfish
- BBSRC [BB/H004963/1, BB/H004726/1, BB/I006028/1] Funding Source: UKRI
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Epidemiological studies indicate that flavonoid 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 flavonoids, 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 profiling studies and for the exploration of flavonoid bioactivity. (C) 2012 Published by Elsevier Ltd.
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