The complex degradation and metabolism of quercetin in rat hepatocyte incubations

Xenobiotica

Volumn 44, Issue 12, 2014, Pages 1074-1082

  Omar, Khaled ^a   Grant, M Helen ^a   Henderson, Catherine ^a   Watson, David George ^a  

^a UNIVERSITY OF STRATHCLYDE   (United Kingdom)

Author keywords

Degradation; Glutathione adducts; Hepatocytes; Metabolism; Quercetin

Indexed keywords

AMMONIUM BICARBONATE; BICARBONATE; BUFFER; DRUG METABOLITE; GLUCURONIDE; GLUTATHIONE; GLUTATHIONE DISULFIDE; KREBS HENSELEIT BUFFER; METHYLATED QUERCETIN; METHYLATED QUERCETIN GLUCURONIDE; METHYLATED QUERCETIN MONGLUCURONIDE SULFATE; METHYLATED QUERCETIN SULFATE; OXYGEN; QUERCETIN; QUERCETIN 3 GLUCURONIDE; QUERCETIN 3,7 DIGLUCURONIDE; QUERCETIN GLUCURONIDE; QUERCETIN GLUTATHIONE CONJUGATE; QUERCETIN MONGLUCURONIDE SULFATE; QUERCETIN SULFATE; SULFATE; UNCLASSIFIED DRUG;

ADULT; ANIMAL CELL; ARTICLE; CONTROLLED STUDY; DRUG CONJUGATION; DRUG DEGRADATION; DRUG METABOLISM; DRUG TRANSFORMATION; LIVER CELL; MALE; MASS SPECTROMETRY; NONHUMAN; RAT; ANIMAL; CELL CULTURE; CHEMICAL STRUCTURE; CHEMISTRY; METABOLISM; SPRAGUE DAWLEY RAT; TANDEM MASS SPECTROMETRY;

ANIMALS; CELLS, CULTURED; HEPATOCYTES; MALE; MOLECULAR STRUCTURE; QUERCETIN; RATS; RATS, SPRAGUE-DAWLEY; TANDEM MASS SPECTROMETRY;

EID: 84907088907     PISSN: 00498254     EISSN: 13665928     Source Type: Journal    
DOI: 10.3109/00498254.2014.932032     Document Type: Article

References (16)

1. Barnes JS, Foss Jr FW, Schug KA. (2013). Thermally accelerated oxidative degradation of quercetin using continuous flow kinetic electrospray-ion trap-time of flight mass spectrometry. J Am Soc Mass Spectrom 24:1513-22 .
2. Cialdella-Kam L, Nieman DC, Sha W, et al. (2012). Dose-response to 3 months of quercetin-containing supplements on metabolite and quercetin conjugate profile in adults. Br J Nutr 1:1-11.
3. Del Rio D,Rodriguez-Mateos A,Spencer JP,et al., 2013, Dietary (poly) phenolics in human health: structures, bioavailability, and evidence of protective effects against chronic diseases. Antioxidants Redox Sig 18, 1818-92.
4. Ferry DR, Smith A, Malkhandi J, et al. (1996). Phase I clinical trial of the flavonoid quercetin: pharmacokinetics and evidence for in vivo tyrosine kinase inhibition. Clin Cancer Res 2:659-68.
5. Hong Y-J, Mitchell AE. (2006). Identification of glutathione-related quercetin metabolites in humans. Chem Res Toxicol 19:1525-32.
6. Iswaldi I, Arraez-Roman D, Gomez-Caravaca AM, et al. (2013). Identification of polyphenols and their metabolites in human urine after cranberry-syrup consumption. Food Chem Toxicol 55:484-92.
7. Jaganath IB, Mullen W, Edwards CA, Crozier A. (2006). The relative con tribution of the small and large intestine to the absorption and metabolism of rutin in man. Free Radic Res 40:1035-46.
8. Lee J, Ebeler SE, Zweigenbaum JA, Mitchell AE. (2012). UHPLC-(ESI)QTOF MS/MS profiling of quercetin metabolites in human plasma postconsumption of applesauce enriched with apple peel and onion. J Agric Food Chem 60:8510-20.
9. Liu X-L, Li L-J, Chen Z. (2002). Isolation and primary culture of rat hepatocytes. Hep Pancreatic Dis Int 1:77-9.
10. Moldeus P, Hogberg J, Orrenius S. (1978). Isolation and use of liver cells. Methods Enzymol 52:60-71.
11. Mullen W, Edwards CA, Crozier A. (2006). Absorption, excretion and metabolic profiling of methyl-, glucuronyl-, glucosyl and sulphoconjugates of quercetin in human plasma and urine after ingestion of onions. Br J Nutr 96:107-16.
12. Os man A, Makris DP. (2010). Comparison of fisetin and quercetin oxidation with a cell-free extract of onion trimmings and peel, plant waste, containing peroxidase enzyme: a further insight into flavonol degradation mechanism. Int J Food Sci Te chnol 45: 2265-71.
13. Rames?ová S, Sokolová R, Degano I, et al. (2012). On the stability of the bioactive flavonoids quercetin and luteolin under oxygen-free conditions. Anal Bioanal Chem 402:975-82.
14. Serra A, Macià A, Romero M-P, et al. (2012). Metabolic pathways of the colonic metabolism of flavonoids (flavonols, flavones and flavanones) and phenolic acids. Food Chem 130:383-93.
15. van der Woude H, Boer sma MG, Vervoort J, Rietjens I. (2004). Identification of 14 quercetin phase II mono-and mixed conjugates and their formation by rat and human phase II in vitro model systems. Chem Res Toxicol 17:1520-30.
16. Z hou A, Kikandi S, Sadik OA. (2007). Electrochemical degradation of quercetin: isolation and structural elucidation of the degradation products. Electrochem Commun 9:2246-55.