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Research Articles

Enhancing effect of the coexisting alpha-tocopherol on quercetin absorption and metabolism

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Pages 88-97 | Received 18 Aug 2023, Accepted 04 Dec 2023, Published online: 28 Feb 2024

References

  • Russo M, Spagnuolo C, Tedesco I, et al. The flavonoid quercetin in disease prevention and therapy: facts and fancies. Biochem Pharmacol. 2012;83(1):6–15. doi: 10.1016/j.bcp.2011.08.010.
  • Berger LM, Wein S, Blank R, et al. Bioavailability of the flavonol quercetin in cows after intraruminal application of quercetin aglycone and rutin. J Dairy Sci. 2012;95(9):5047–5055. doi: 10.3168/jds.2012-5439.
  • Ader P, Wessmann A, Wolffram S. Bioavailability and metabolism of the flavonol quercetin in the pig. Free Radic Biol Med. 2000;28(7):1056–1067. doi: 10.1016/s0891-5849(00)00195-7.
  • Mullen W, Edwards CA, Crozier A. Absorption, excretion and metabolite profiling of methyl-, glucuronyl-, glucosyl- and sulpho-conjugates of quercetin in human plasma and urine after ingestion of onions. Br J Nutr. 2006;96(1):107–116. doi: 10.1079/bjn20061809.
  • Moon JH, Tsushida T, Nakahara K, et al. Identification of quercetin 3-O-beta-D-glucuronide as an antioxidative metabolite in rat plasma after oral administration of quercetin. Free Radic Biol Med. 2001;30(11):1274–1285. doi: 10.1016/s0891-5849(01)00522-6.
  • Day AJ, Mellon F, Barron D, et al. Human metabolism of dietary flavonoids: identification of plasma metabolites of quercetin. Free Radic Res. 2001;35(6):941–952. doi: 10.1080/10715760100301441.
  • Tanaka S, Trakooncharoenvit A, Nishikawa M, et al. Comprehensive analyses of quercetin conjugates by lc/ms/ms revealed that isorhamnetin-7-O-glucuronide-4'-O-sulfate is a major metabolite in plasma of rats fed with quercetin glucosides. J Agric Food Chem. 2019;67(15):4240–4249. doi: 10.1021/acs.jafc.8b06929.
  • Moon JH, Nakata R, Oshima S, et al. Accumulation of quercetin conjugates in blood plasma after the short-term ingestion of onion by women. Am J Physiol Regul Integr Comp Physiol. 2000;279(2):R461–467. doi: 10.1152/ajpregu.2000.279.2.R461.
  • Sesink AL, O'Leary KA, Hollman PC. Quercetin glucuronides but not glucosides are present in human plasma after consumption of quercetin-3-glucoside or quercetin-4'-glucoside. J Nutr. 2001;131(7):1938–1941. doi: 10.1093/jn/131.7.1938.
  • Kamiloglu S, Tomas M, Ozdal T, et al. Effect of food matrix on the content and bioavailability of flavonoids. Trends Food Sci Technol. 2021;117:15–33. doi: 10.1016/j.tifs.2020.10.030.
  • Tamura M, Nakagawa H, Tsushida T, et al. Effect of pectin enhancement on plasma quercetin and fecal flora in rutin-supplemented mice. J Food Sci. 2007;72(9):S648–S651. doi: 10.1111/j.1750-3841.2007.00557.x.
  • Ferri P, Angelino D, Gennari L, et al. Enhancement of flavonoid ability to cross the blood-brain barrier of rats by co-administration with α-tocopherol. Food Funct. 2015;6(2):394–400. doi: 10.1039/c4fo00817k.
  • Prabu SM, Shagirtha K, Renugadevi J. Amelioration of cadmium-induced oxidative stress, impairment in lipids and plasma lipoproteins by the combined treatment with quercetin and α-tocopherol in rats. J Food Sci. 2010;75(7):T132–140. doi: 10.1111/j.1750-3841.2010.01757.x.
  • Shih YL, Liu HC, Chen CS, et al. Combination treatment with luteolin and quercetin enhances antiproliferative effects in nicotine-treated MDA-MB-231 cells by down-regulating nicotinic acetylcholine receptors. J Agric Food Chem. 2010;58(1):235–241. doi: 10.1021/jf9031684.
  • Foti MC, Daquino C, DiLabio GA, et al. Kinetics of the oxidation of quercetin by 2,2-diphenyl-1-picrylhydrazyl (dpph•). Org Lett. 2011;13(18):4826–4829. doi: 10.1021/ol2019086.
  • Tsimogiannis DI, Oreopoulou V. The contribution of flavonoid C-ring on the DPPH free radical scavenging efficiency. A kinetic approach for the 3′,4′-hydroxy substituted members. Innov Food Sci Emerg Technol. 2006;7(1-2):140–146. doi: 10.1016/j.ifset.2005.09.001.
  • Atala E, Fuentes J, Wehrhahn MJ, et al. Quercetin and related flavonoids conserve their antioxidant properties despite undergoing chemical or enzymatic oxidation. Food Chem. 2017;234:479–485. doi: 10.1016/j.foodchem.2017.05.023.
  • Aaby K, Hvattum E, Skrede G. Analysis of flavonoids and other phenolic compounds using high-performance liquid chromatography with coulometric array detection: relationship to antioxidant activity. J Agric Food Chem. 2004;52(15):4595–4603. doi: 10.1021/jf0352879.
  • Rather RA, Bhagat M. Quercetin as an innovative therapeutic tool for cancer chemoprevention: molecular mechanisms and implications in human health. Cancer Med. 2020;9(24):9181–9192. doi: 10.1002/cam4.1411.
  • Li Y, Yao J, Han C, et al. Quercetin, inflammation and immunity. Nutrients. 2016;8(3):167. doi: 10.3390/nu8030167.
  • Moskaug JØ, Carlsen H, Myhrstad M, et al. Molecular imaging of the biological effects of quercetin and quercetin-rich foods. Mech Ageing Dev. 2004;125(4):315–324. doi: 10.1016/j.mad.2004.01.007.
  • Boesch-Saadatmandi C, Loboda A, Wagner AE, et al. Effect of quercetin and its metabolites isorhamnetin and quercetin-3-glucuronide on inflammatory gene expression: role of miR-155. J Nutr Biochem. 2011;22(3):293–299. doi: 10.1016/j.jnutbio.2010.02.008.
  • Chow JM, Shen SC, Huan SK, et al. Quercetin, but not rutin and quercitrin, prevention of H2O2-induced apoptosis via anti-oxidant activity and heme oxygenase 1 gene expression in macrophages. Biochem Pharmacol. 2005;69(12):1839–1851. doi: 10.1016/j.bcp.2005.03.017.
  • Nishikawa M, Kada Y, Kimata M, et al. Comparison of metabolism and biological properties among positional isomers of quercetin glucuronide in LPS- and RANKL-challenged RAW264.7 cells. Biosci Biotechnol Biochem. 2022;86(12):1670–1679. doi: 10.1093/bbb/zbac150.
  • Day AJ, Bao Y, Morgan MR, et al. Conjugation position of quercetin glucuronides and effect on biological activity. Free Radic Biol Med. 2000;29(12):1234–1243. doi: 10.1016/s0891-5849(00)00416-0.
  • Park JY, Kim SI, Lee HJ, et al. Isorhamnetin-3-O-glucuronide suppresses JNK and p38 activation and increases heme-oxygenase-1 in lipopolysaccharide-challenged RAW264.7 cells. Drug Dev Res. 2016;77(3):143–151. doi: 10.1002/ddr.21301.
  • Yeh SL, Yeh CL, Chan ST, et al. Plasma rich in quercetin metabolites induces G2/M arrest by upregulating PPAR-γ expression in human A549 lung cancer cells. Planta Med. 2011;77(10):992–998. doi: 10.1055/s-0030-1250735.
  • Chuang CH, Yeh CL, Yeh SL, et al. Quercetin metabolites inhibit MMP-2 expression in A549 lung cancer cells by PPAR-γ associated mechanisms. J Nutr Biochem. 2016;33:45–53. doi: 10.1016/j.jnutbio.2016.03.011.
  • Nakamura T, Kinjo C, Nakamura Y, et al. Lymphatic metabolites of quercetin after intestinal administration of quercetin-3-glucoside and its aglycone in rats. Arch Biochem Biophys. 2018;645:126–136. doi: 10.1016/j.abb.2018.03.024.
  • Nakamura T, Tokushima T, Kawabata K, et al. Absorption and metabolism of 4-hydroxyderricin and xanthoangelol after oral administration of Angelica keiskei (ashitaba) extract in mice. Arch Biochem Biophys. 2012;521(1-2):71–76. doi: 10.1016/j.abb.2012.03.013.
  • Murota K, Matsuda N, Kashino Y, et al. alpha-Oligoglucosylation of a sugar moiety enhances the bioavailability of quercetin glucosides in humans. Arch Biochem Biophys. 2010;501(1):91–97. doi: 10.1016/j.abb.2010.06.036.
  • Nakamura T, Murota K, Kumamoto S, et al. Plasma metabolites of dietary flavonoids after combination meal consumption with onion and tofu in humans. Mol Nutr Food Res. 2014;58(2):310–317. doi: 10.1002/mnfr.201300234.
  • Wu H, Nakamura T, Guo Y, et al. White rice ethanol extract is qualitatively, but not quantitatively, equivalent to that of brown rice as an antioxidant source. Biosci Biotechnol Biochem. 2021;85(10):2161–2168. doi: 10.1093/bbb/zbab133.
  • Manach C, Williamson G, Morand C, et al. Bioavailability and bioefficacy of polyphenols in humans. I. Review of 97 bioavailability studies. Am J Clin Nutr. 2005;81(1 Suppl):230S–242S. doi: 10.1093/ajcn/81.1.230S.
  • Di Lorenzo C, Colombo F, Biella S, et al. Polyphenols and human health: the role of bioavailability. Nutrients. 2021;13(1):273. doi: 10.3390/nu13010273.
  • Dabeek WM, Marra MV. Dietary quercetin and kaempferol: bioavailability and potential cardiovascular-related bioactivity in humans. Nutrients. 2019;11(10):2288. doi: 10.3390/nu11102288.
  • Murota K, Cermak R, Terao J, et al. Influence of fatty acid patterns on the intestinal absorption pathway of quercetin in thoracic lymph duct-cannulated rats. Br J Nutr. 2013;109(12):2147–2153. doi: 10.1017/S0007114512004564.
  • Liu Y, Ying D, Sanguansri L, et al. Adsorption of catechin onto cellulose and its mechanism study: kinetic models, characterization and molecular simulation. Food Res Int. 2018;112:225–232. doi: 10.1016/j.foodres.2018.06.044.
  • Tew BY, Xu X, Wang HJ, et al. A diet high in wheat fiber decreases the bioavailability of soybean isoflavones in a single meal fed to women. J Nutr. 1996;126(4):871–877. doi: 10.1093/jn/126.4.871.
  • Palafox-Carlos H, Ayala-Zavala JF, González-Aguilar GA. The role of dietary fiber in the bioaccessibility and bioavailability of fruit and vegetable antioxidants. J Food Sci. 2011;76(1):R6–R15. doi: 10.1111/j.1750-3841.2010.01957.x.
  • Koutelidakis AE, Kizis D, Argyri K, et al. The effect of iron and fat in a diet containing green tea extract (camellia sinensis) on the antioxidant capacity of some organs and the mrna expression of specific genes in mice. J Med Food. 2014;17(11):1232–1238. doi: 10.1089/jmf.2013.0154.
  • Ribeiro VM, Bede TP, Rocha GS, et al. High fat diet and high polyphenols beverages effects in enzymatic and non-enzymatic antioxidant activity. Nutr Hosp. 2017;35(1):169–175. doi: 10.20960/nh.1219.
  • Igarashi T, Satoh T, Ueno K, et al. Species difference in glutathione level and glutathione related enzyme activities in rats, mice, Guinea pigs and hamsters. J Pharmacobiodyn. 1983;6(12):941–949. doi: 10.1248/bpb1978.6.941.
  • Iwama M, Amano A, Shimokado K, et al. Ascorbic acid levels in various tissues, plasma and urine of mice during aging. J Nutr Sci Vitaminol (Tokyo). 2012;58(3):169–174. doi: 10.3177/jnsv.58.169.
  • Traber MG, Leonard SW, Ebenuwa I, et al. Vitamin E absorption and kinetics in healthy women, as modulated by food and by fat, studied using 2 deuterium-labeled α-tocopherols in a 3-phase crossover design. Am J Clin Nutr. 2019;110(5):1148–1167. doi: 10.1093/ajcn/nqz172.
  • Manach C, Morand C, Crespy V, et al. Quercetin is recovered in human plasma as conjugated derivatives which retain antioxidant properties. FEBS Lett. 1998;426(3):331–336. doi: 10.1016/s0014-5793(98)00367-6.

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