60889-05-6Relevant academic research and scientific papers
A synthetic approach to the generation of quercetin sulfates and the detection of quercetin 3′-O-sulfate as a urinary metabolite in the rat
Jones, Donald J.L.,Jukes-Jones, Rebekah,Verschoyle, Richard D.,Farmer, Peter B.,Gescher, Andreas
, p. 6727 - 6731 (2005)
To study the biological effects of quercetin, authentic products of quercetin metabolism are required as standards. The synthesis of quercetin sulfate standards is thus described. Quercetin was reacted with a 10-fold molar excess of sulfur trioxide-N-trie
Characterization of sulfated quercetin and epicatechin metabolites
Duenas, Montserrat,Gonzalez-Manzano, Susana,Surco-Laos, Felipe,Gonzalez-Paramas, Ana,Santos-Buelga, Celestino
experimental part, p. 3592 - 3598 (2012/07/30)
Different monosulfates of quercetin and epicatechin with metabolic interest were obtained by hemisynthesis and characterized regarding their chromatographic behavior and absorption and mass spectra. Three of these compounds were further isolated, and their structures were elucidated by mass spectrometry and 1H and 13C nuclear magnetic resonance using one- and two-dimensional techniques (heteronuclear single-quantum coherence and heteronuclear multiple-bond correlation). The calculation of the proton and carbon shifts caused by sulfation allowed for the assignment of the position of the sulfate group in the flavonoids, so that the compounds were identified as quercetin-3′-O-sulfate, quercetin 4′-O-sulfate, and epicatechin 4′-O-sulfate. It was found that sulfation at position 3′ induced a large upfield shift in the carbon bearing the sulfate group and downfield displacements of the adjacent carbons, whereas no significant upfield or downfield shifts were observed with respect to the parent flavonoid when sulfation was produced at position 4′.
