Citation
Fumeaux, René, et al. "First Synthesis, Characterization, and Evidence for the Presence of Hydroxycinnamic Acid Sulfate and Glucuronide Conjugates in Human Biological Fluids as a Result of Coffee Consumption." Organic & Biomolecular Chemistry, vol. 8, no. 22, 2010, pp. 5199-211.
Fumeaux R, Menozzi-Smarrito C, Stalmach A, et al. First synthesis, characterization, and evidence for the presence of hydroxycinnamic acid sulfate and glucuronide conjugates in human biological fluids as a result of coffee consumption. Org Biomol Chem. 2010;8(22):5199-211.
Fumeaux, R., Menozzi-Smarrito, C., Stalmach, A., Munari, C., Kraehenbuehl, K., Steiling, H., Crozier, A., Williamson, G., & Barron, D. (2010). First synthesis, characterization, and evidence for the presence of hydroxycinnamic acid sulfate and glucuronide conjugates in human biological fluids as a result of coffee consumption. Organic & Biomolecular Chemistry, 8(22), 5199-211. https://doi.org/10.1039/c0ob00137f
Fumeaux R, et al. First Synthesis, Characterization, and Evidence for the Presence of Hydroxycinnamic Acid Sulfate and Glucuronide Conjugates in Human Biological Fluids as a Result of Coffee Consumption. Org Biomol Chem. 2010 Nov 21;8(22):5199-211. PubMed PMID: 20842300.
TY - JOUR
T1 - First synthesis, characterization, and evidence for the presence of hydroxycinnamic acid sulfate and glucuronide conjugates in human biological fluids as a result of coffee consumption.
AU - Fumeaux,René,
AU - Menozzi-Smarrito,Candice,
AU - Stalmach,Angelique,
AU - Munari,Caroline,
AU - Kraehenbuehl,Karin,
AU - Steiling,Heike,
AU - Crozier,Alan,
AU - Williamson,Gary,
AU - Barron,Denis,
Y1 - 2010/09/14/
PY - 2010/9/16/entrez
PY - 2010/9/16/pubmed
PY - 2011/2/8/medline
SP - 5199
EP - 211
JF - Organic & biomolecular chemistry
JO - Org Biomol Chem
VL - 8
IS - 22
N2 - A systematic investigation of the human metabolism of hydroxycinnamic acid conjugates was carried out. A set of 24 potential human metabolites of coffee polyphenols has been chemically prepared, and used as analytical standards for unequivocal identifications. These included glucuronide conjugates and sulfate esters of caffeic, ferulic, isoferulic, m-coumaric and p-coumaric acids as well as their dihydro derivatives. A particular focus has been made on caffeic and 3,4-dihydroxyphenylpropionic acid derivatives, especially the sulfate conjugates, for which regioselective preparation was particularly challenging, and have so far never been identified as human metabolites. Ten out of the 24 synthesized conjugates have been identified in human plasma and/or urine after coffee consumption. A number of these conjugates were synthesized, characterized and detected as hydroxycinnamic acid metabolites for the first time. This was the case of dihydroisoferulic acid 3'-O-glucuronide, caffeic acid 3'-sulfate, as well as the sulfate and glucuronide derivatives of 3,4-dihydroxyphenylpropionic acid.
SN - 1477-0539
UR - https://www.unboundmedicine.com/medline/citation/20842300/First_synthesis_characterization_and_evidence_for_the_presence_of_hydroxycinnamic_acid_sulfate_and_glucuronide_conjugates_in_human_biological_fluids_as_a_result_of_coffee_consumption_
L2 - https://doi.org/10.1039/c0ob00137f
DB - PRIME
DP - Unbound Medicine
ER -