Quercetin derivatives are deconjugated and converted to hydroxyphenylacetic acids but not methylated by human fecal flora in vitro - PubMed (original) (raw)
. 2002 Mar 13;50(6):1725-30.
doi: 10.1021/jf0108056.
Affiliations
- PMID: 11879065
- DOI: 10.1021/jf0108056
Quercetin derivatives are deconjugated and converted to hydroxyphenylacetic acids but not methylated by human fecal flora in vitro
A-M Aura et al. J Agric Food Chem. 2002.
Abstract
By using a batch in vitro anaerobic fecal fermentation model, we have shown that the fecal microflora can rapidly deconjugate rutin, isoquercitrin, and a mixture of quercetin glucuronides. High levels of beta,D-glucosidase, alpha,L-rhamnosidase, and beta,D-glucuronidase were present. Rutin underwent deglycosylation, ring fission, and dehydroxylation. The main metabolite, 3,4-dihydroxyphenylacetic acid, appeared rapidly (2 h) and was dehydroxylated to 3-hydroxyphenylacetic acid within 8 h. The pattern of in vitro fermentation of rutin was not changed by changing the pH (6.0 or 6.9), fermentation scale (10 or 1000 mL), or donors of the inoculum. Hydroxyphenylacetic acids were not methylated by colon flora in vitro. The colonic microflora has enormous potential to transform flavonoids into lower molecular weight phenolics, and these might have protective biological activities in the colon. The site of absorption of flavonoids and the form in which they are absorbed are critical for determining their metabolic pathway and consequent biological activities in vivo.
Similar articles
- Biotransformation of Rutin in In Vitro Porcine Ileal and Colonic Fermentation Models.
Ulluwishewa D, Montoya CA, Mace L, Rettedal EA, Fraser K, McNabb WC, Moughan PJ, Roy NC. Ulluwishewa D, et al. J Agric Food Chem. 2023 Aug 23;71(33):12487-12496. doi: 10.1021/acs.jafc.3c00980. Epub 2023 Aug 14. J Agric Food Chem. 2023. PMID: 37578464 Free PMC article. - In vitro catabolism of rutin by human fecal bacteria and the antioxidant capacity of its catabolites.
Jaganath IB, Mullen W, Lean ME, Edwards CA, Crozier A. Jaganath IB, et al. Free Radic Biol Med. 2009 Oct 15;47(8):1180-9. doi: 10.1016/j.freeradbiomed.2009.07.031. Epub 2009 Aug 6. Free Radic Biol Med. 2009. PMID: 19647790 - Identification of rutin deglycosylated metabolites produced by human intestinal bacteria using UPLC-Q-TOF/MS.
Yang J, Qian D, Jiang S, Shang EX, Guo J, Duan JA. Yang J, et al. J Chromatogr B Analyt Technol Biomed Life Sci. 2012 Jun 1;898:95-100. doi: 10.1016/j.jchromb.2012.04.024. Epub 2012 Apr 25. J Chromatogr B Analyt Technol Biomed Life Sci. 2012. PMID: 22583754 - Transformation of flavonoids by intestinal microorganisms.
Blaut M, Schoefer L, Braune A. Blaut M, et al. Int J Vitam Nutr Res. 2003 Mar;73(2):79-87. doi: 10.1024/0300-9831.73.2.79. Int J Vitam Nutr Res. 2003. PMID: 12747214 Review. - Isoquercitrin: pharmacology, toxicology, and metabolism.
Valentová K, Vrba J, Bancířová M, Ulrichová J, Křen V. Valentová K, et al. Food Chem Toxicol. 2014 Jun;68:267-82. doi: 10.1016/j.fct.2014.03.018. Epub 2014 Mar 27. Food Chem Toxicol. 2014. PMID: 24680690 Review.
Cited by
- Dietary Polyphenols and Gut Microbiota Cross-Talk: Molecular and Therapeutic Perspectives for Cardiometabolic Disease: A Narrative Review.
Cano R, Bermúdez V, Galban N, Garrido B, Santeliz R, Gotera MP, Duran P, Boscan A, Carbonell-Zabaleta AK, Durán-Agüero S, Rojas-Gómez D, González-Casanova J, Díaz-Vásquez W, Chacín M, Angarita Dávila L. Cano R, et al. Int J Mol Sci. 2024 Aug 22;25(16):9118. doi: 10.3390/ijms25169118. Int J Mol Sci. 2024. PMID: 39201807 Free PMC article. Review. - Identification of Gut Microbiome Signatures Associated with Indole Pathway in Tryptophan Metabolism in Patients Undergoing Hemodialysis.
Huang JK, Wu PH, Chen ZF, Liu PY, Kuo CC, Chuang YS, Lu MZ, Kuo MC, Chiu YW, Lin YT. Huang JK, et al. Biomolecules. 2024 May 24;14(6):623. doi: 10.3390/biom14060623. Biomolecules. 2024. PMID: 38927027 Free PMC article. - Single oral administration of quercetin glycosides prevented acute hyperglycemia by promoting GLUT4 translocation in skeletal muscles through the activation of AMPK in mice.
Yamashita Y, Jiang H, Okada F, Kitakaze T, Yoshioka Y, Ashida H. Yamashita Y, et al. J Clin Biochem Nutr. 2024 Jan;74(1):37-46. doi: 10.3164/jcbn.23-30. Epub 2023 Aug 26. J Clin Biochem Nutr. 2024. PMID: 38292121 Free PMC article. - A Comprehensive Review on Biotransformation, Interaction, and Health of Gut Microbiota and Bioactive Components.
Zhang L, Ma XG. Zhang L, et al. Comb Chem High Throughput Screen. 2024;27(11):1551-1565. doi: 10.2174/0113862073257733231011072004. Comb Chem High Throughput Screen. 2024. PMID: 37916626 Review. - Biotransformation of Rutin in In Vitro Porcine Ileal and Colonic Fermentation Models.
Ulluwishewa D, Montoya CA, Mace L, Rettedal EA, Fraser K, McNabb WC, Moughan PJ, Roy NC. Ulluwishewa D, et al. J Agric Food Chem. 2023 Aug 23;71(33):12487-12496. doi: 10.1021/acs.jafc.3c00980. Epub 2023 Aug 14. J Agric Food Chem. 2023. PMID: 37578464 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Medical