Generic placeholder image

Drug Metabolism and Bioanalysis Letters

Editor-in-Chief

ISSN (Print): 2949-6810
ISSN (Online): 2949-6829

Perspective

Colonic Degradation as Reverse Process to Flavone Biosynthesis in Plants: Similarities and Differences

Author(s): Katrin Sak*

Volume 16, Issue 1, 2023

Published on: 22 December, 2022

Page: [2 - 5] Pages: 4

DOI: 10.2174/1872312815666221130143858

Price: $65

Abstract

Background: For many years, it was thought that the main function of the colon is the reabsorption of water and salt and the elimination of unused food materials. Only very recently, a crucial role of the human intestinal microbiota in the metabolism of different food constituents, including plant foods-derived flavonoids, was discovered. Currently, the knowledge about colonic degradation of ingested flavonoids, involved bacteria and produced catabolites is rapidly increasing. In general, flavonoids unabsorbed in the small intestine reach the colon, where they are exposed to the gut microbiota.

Conclusion: In this perspective article, colonic degradation of flavonoids is considered a reverse process to their biosynthesis in plants, with a special focus on the subclass of flavones. According to this approach: what is composed in plants, will be decomposed in the human colon. Several inverse similarities are highlighted, including hydrolysis of flavonoid glycosides as the first step in the gut degradation contrasted with the attachment of sugar moiety as the last reaction of flavonoid biosynthesis in plants, colonic reduction contrasted with plant introduction of C2-C3 double bond in the central heterocyclic ring, or microbial ring fission contrasted with plant ring closure of the heterocyclic ring of flavones. Despite these inverse similarities, precursors of flavonoid pathway in plants are different from the spectrum of gut microbial catabolites in humans. In the human colon, a wide variety of phenolic acids are produced from the ingested flavonoids, due to the diverse enzymatic capacity of intestinal microbiota. The bioactivities and potential health impacts of these catabolites are still largely unknown.

Graphical Abstract

[1]
Duda-Chodak, A.; Tarko, T.; Satora, P.; Sroka, P. Interaction of dietary compounds, especially polyphenols, with the intestinal microbiota: A review. Eur. J. Nutr., 2015, 54(3), 325-341.
[http://dx.doi.org/10.1007/s00394-015-0852-y] [PMID: 25672526]
[2]
Williamson, G.; Kay, C.D.; Crozier, A. The bioavailability, transport, and bioactivity of dietary flavonoids: A review from a historical perspective. Compr. Rev. Food Sci. Food Saf., 2018, 17(5), 1054-1112.
[http://dx.doi.org/10.1111/1541-4337.12351] [PMID: 33350159]
[3]
Sak, K. Cytotoxicity of dietary flavonoids on different human cancer types. Pharmacogn. Rev., 2014, 8(16), 122-146.
[http://dx.doi.org/10.4103/0973-7847.134247] [PMID: 25125885]
[4]
Sak, K. Intake of individual flavonoids and risk of carcinogenesis: overview of epidemiological evidence. Nutr. Cancer, 2017, 69(8), 1119-1150.
[http://dx.doi.org/10.1080/01635581.2017.1367934] [PMID: 29083244]
[5]
Naeem, A.; Ming, Y.; Pengyi, H.; Jie, K.Y.; Yali, L.; Haiyan, Z.; Shuai, X.; Wenjing, L.; Ling, W.; Xia, Z.M.; Shan, L.S.; Qin, Z. The fate of flavonoids after oral administration: a comprehensive overview of its bioavailability. Crit. Rev. Food Sci. Nutr., 2022, 62(22), 6169-6186.
[http://dx.doi.org/10.1080/10408398.2021.1898333] [PMID: 33847202]
[6]
Rice-Evans, C.; Spencer, J.P.E.; Schroeter, H.; Rechner, A.R. Bioavailability of flavonoids and potential bioactive forms in vivo. Drug Metabol. Drug Interact., 2000, 17(1-4), 291-310.
[http://dx.doi.org/10.1515/DMDI.2000.17.1-4.291] [PMID: 11201300]
[7]
Crozier, A.; Del Rio, D.; Clifford, M.N. Bioavailability of dietary flavonoids and phenolic compounds. Mol. Aspects Med., 2010, 31(6), 446-467.
[http://dx.doi.org/10.1016/j.mam.2010.09.007] [PMID: 20854839]
[8]
Blaut, M.; Schoefer, L.; Braune, A. Transformation of flavonoids by intestinal microorganisms. Int. J. Vitam. Nutr. Res., 2003, 73(2), 79-87.
[http://dx.doi.org/10.1024/0300-9831.73.2.79] [PMID: 12747214]
[9]
Braune, A.; Blaut, M. Bacterial species involved in the conversion of dietary flavonoids in the human gut. Gut Microbes, 2016, 7(3), 216-234.
[http://dx.doi.org/10.1080/19490976.2016.1158395] [PMID: 26963713]
[10]
Hollman, P.C.H. Absorption, bioavailability, and metabolism of flavonoids. Pharm. Biol., 2004, 42(sup1), 74-83.
[http://dx.doi.org/10.3109/13880200490893492]
[11]
Feng, X.; Li, Y.; Brobbey, M.; Qiu, F. Insights into the intestinal bacterial metabolism of flavonoids and the bioactivities of their microbe-derived ring cleavage metabolites. Drug Metab. Rev., 2018, 50(3), 343-356.
[http://dx.doi.org/10.1080/03602532.2018.1485691] [PMID: 30010437]
[12]
Murota, K.; Nakamura, Y.; Uehara, M. Flavonoid metabolism: The interaction of metabolites and gut microbiota. Biosci. Biotechnol. Biochem., 2018, 82(4), 600-610.
[http://dx.doi.org/10.1080/09168451.2018.1444467] [PMID: 29504827]
[13]
Wang, Y.; Ho, C.T. Metabolism of flavonoids. Forum Nutr., 2009, 61, 64-74.
[http://dx.doi.org/10.1159/000212739] [PMID: 19367111]
[14]
Chen, L.; Cao, H.; Huang, Q.; Xiao, J.; Teng, H. Absorption, metabolism and bioavailability of flavonoids: A review. Crit. Rev. Food Sci. Nutr., 2022, 62(28), 7730-7742.
[http://dx.doi.org/10.1080/10408398.2021.1917508] [PMID: 34078189]
[15]
Jiang, N.; Doseff, A.; Grotewold, E. Flavones: From biosynthesis to health benefits. Plants, 2016, 5(2), 27.
[http://dx.doi.org/10.3390/plants5020027] [PMID: 27338492]
[16]
Ferreyra, M.L.F.; Serra, P.; Casati, P. Recent advances on the roles of flavonoids as plant protective molecules after UV and high light exposure. Physiol. Plant., 2021, 173(3), 736-749.
[http://dx.doi.org/10.1111/ppl.13543] [PMID: 34453749]
[17]
Zhao, C.; Wang, F.; Lian, Y.; Xiao, H.; Zheng, J. Biosynthesis of citrus flavonoids and their health effects. Crit. Rev. Food Sci. Nutr., 2020, 60(4), 566-583.
[http://dx.doi.org/10.1080/10408398.2018.1544885] [PMID: 30580548]
[18]
Liu, W.; Feng, Y.; Yu, S.; Fan, Z.; Li, X.; Li, J.; Yin, H. The flavonoid biosynthesis network in plants. Int. J. Mol. Sci., 2021, 22(23), 12824.
[http://dx.doi.org/10.3390/ijms222312824] [PMID: 34884627]
[19]
Mierziak, J.; Kostyn, K.; Kulma, A. Flavonoids as important molecules of plant interactions with the environment. Molecules, 2014, 19(10), 16240-16265.
[http://dx.doi.org/10.3390/molecules191016240] [PMID: 25310150]
[20]
Schijlen, E.G.W.M.; Ric de Vos, C.H.; van Tunen, A.J.; Bovy, A.G. Modification of flavonoid biosynthesis in crop plants. Phytochemistry, 2004, 65(19), 2631-2648.
[http://dx.doi.org/10.1016/j.phytochem.2004.07.028] [PMID: 15464151]

Rights & Permissions Print Cite
© 2024 Bentham Science Publishers | Privacy Policy