Flavonoids in Our Foods: A Short Review

Flavonoids in Our Foods: A Short Review

The aerobic metabolism in biological systems, produces reactive oxygen species (ROS) known as prooxidants even in basal conditions. If theformation of prooxidants increases, it leads to oxidative stress/damage. Various diseases in humans (cancer, chronic diseases, cardiovascularproblems etc.) accompanies with prooxidant damage. Endogenous and exogenous antioxidants protect biomolecules against the damage ofprooxidants.Flavonoids are potent antioxidant molecules, which scavenge free radicals in vitro. They are found in fruits, vegetables, bark, roots, flowersand certain beverages. It has been reported that these natural products produce a wide variety of biological effects, like antiviral, anti-allergic,anti-inflammatory, anti-carcinogenic, antidiabetic effects. Flavonoids are important for human diet and have beneficial effects on health likechelating trace elements involved in free radical production, scavenging ROS and upregulating or protecting antioxidant defenses. In addition,they have known to modulate different cytochrome P450 enzymes such as CYP1A1/1A2, CYP1B1, CYP2C9, and CYP3A4/3A5. Flavonoids andtheir metabolites in organism may cause flavonoid-drug interaction, and it may lead to toxicity of drug or inefficient therapeutic effects of drug.However, knowledge on the mechanisms of action of flavonoids is still not fully understood. The information about correlation of structurebiological effect is limited.There are six major subclasses of flavonoids are flavanols, flavanones, flavonols, flavones, anthocyanidins, and isoflavones. This reviewsummarizes the types of flavonoids, possible mechanisms of action and pharmacokinetic specialties, bioavailability, properties and druginteractions of these flavonoids.

___

  • 1. Kahraman A, Serteser M, Köken T. Flavonoids. Med J Kocatepe 2002;3:1–8.
  • 2. Manach C, Scalbert A, Morand C, Rémésy C, Jiménez L. Polyphenols: food sources and bioavailability. Am J Clin Nutr 2004;79:727–747. [CrossRef]
  • 3. Panche A, Diwan A, Chandra S. Flavonoids: an overview. J Nutr Sci 2016;5:e47. [CrossRef]
  • 4. Procházková D, Boušová I, Wilhelmová N. Antioxidant and prooxidant properties of flavonoids. Fitoterapia 2011;82:513–523. [CrossRef]
  • 5. Mierziak J, Kostyn K, Kulma A. Flavonoids as important molecules of plant interactions with the environment. Molecules 2014;19:16240– 16265. [CrossRef]
  • 6. Kumar S, Pandey AK. Chemistry and Biological Activities of Flavonoids: An Overview. Scientific World Journal 2013;2013:162750. [CrossRef]
  • 7. Pietta PG. Flavonoids as antioxidants. J Nat Prod 2000;63:1035–1042. [CrossRef]
  • 8. Walle T. Absorption and metabolism of flavonoids. Free Radic Biol Med 2004;36:829–837. [CrossRef]
  • 9. Kumar R, Vijayalakshmi S, Nadanasabapathi S. Health Benefits of Quercetin. Defence Life Sci J 2017;2:142–151. [CrossRef]
  • 10. Karabin M, Hudcova T, Jelinek L, Dostalek P. Biotransformations and biological activities of hop flavonoids. Biotechnol Adv 2015;33:1063– 1090. [CrossRef]
  • 11. Määttä-Riihinen KR, Kähkönen MP, Törrönen AR, Heinonen IM. Catechins and procyanidins in berries of Vaccinium species and their antioxidant activity. J Agric Food Chem 2005;53:8485–8491. [CrossRef]
  • 12. Pascual-Teresa D, Moreno DA, García-Viguera C. Flavanols and anthocyanins in cardiovascular health: a review of current evidence. Int J Mol Sci 2010;11:1679–1703. [CrossRef]
  • 13. Gramza A, Korczak J, Amarowicz R. Tea polyphenols-their antioxidant properties and biological activity-a review. Pol J Food Nutr Sci 2005;14:219–235.
  • 14. Vinson JA, Su X, Zubik L, Bose P. Phenol antioxidant quantity and quality in foods: fruits. J Agric Food Chem 2001;49:5315–5321. [CrossRef]
  • 15. Samarghandian S, Azimi-Nezhad M, Farkhondeh T. Catechin Treatment Ameliorates Diabetes and Its Complications in StreptozotocinInduced Diabetic Rats. Dose-Response 2017;15:1559325817691158. [CrossRef]
  • 16. Khan MK, Dangles O. A comprehensive review on flavanones, the major citrus polyphenols. J Food Compost Anal 2014;33:85–104. [CrossRef]
  • 17. Bodet C, La V, Epifano F, Grenier D. Naringenin has anti‐inflammatory properties in macrophage and ex vivo human whole‐blood models. J Periodontal Res 2008;43:400–407. [CrossRef]
  • 18. So FV, Guthrie N, Chambers AF, Moussa M, Carroll KK. Inhibition of human breast cancer cell proliferation and delay of mammary tumorigenesis by flavonoids and citrus juices. Nutr Cancer 1996;26:167–181. [CrossRef]
  • 19. Erlund I. Review of the flavonoids quercetin, hesperetin, and naringenin. Dietary sources, bioactivities, bioavailability, and epidemiology. Nutr Res 2004;24:851–874. [CrossRef]
  • 20. Makris DP, Kallithraka S, Kefalas P. Flavonols in grapes, grape products and wines: Burden, profile and influential parameters. J Food Compost Anal 2006;19:396–404. [CrossRef]
  • 21. Hollman PCH, Katan MB. Bioavailability and health effects of dietary flavonols in man. In: Seiler JP, Autrup JL, Autrup H, editors. Diversification in Toxicology –Man and Environment. Archives of Toxicology, vol 20. Berlin, Heidelberg: Springer; 1998. pp.237–248. [CrossRef]
  • 22. Al-Dhabi NA, Arasu MV, Park CH, Park SU. An up-to-date review of rutin and its biological and pharmacological activities. EXCLI J 2015;14:59–63. [CrossRef]
  • 23. Lakhanpal P, Rai DK. Quercetin: a versatile flavonoid. Internet Journal of Medical Update 2007;2:20–35. [CrossRef]
  • 24. Calderon-Montano JM, Burgos-Morón E, Pérez-Guerrero C, LópezLázaro M. A review on the dietary flavonoid kaempferol. Mini Rev Med Chem 2011;11:298–344. [CrossRef]
  • 25. Semwal D, Semwal R, Combrinck S, Viljoen A. Myricetin: A dietary molecule with diverse biological activities. Nutrients 2016;8:90. [CrossRef]
  • 26. Ali F, Rahul, Naz F, Jyoti S, Siddique YH. Health functionality of apigenin: A review. Int J Food Prop 2017;20:1197–1238. [CrossRef]
  • 27. López-Lázaro M. Distribution and biological activities of the flavonoid luteolin. Mini Rev Med Chem 2009;9:31–59. [CrossRef]
  • 28. Galati G, O’brien PJ. Potential toxicity of flavonoids and other dietary phenolics: significance for their chemopreventive and anticancer properties. Free Radic Biol Med 2004;37:287–303. [CrossRef]
  • 29. Lapidot T, Walker MD, Kanner J. Antioxidant and prooxidant effects of phenolics on pancreatic β-cells in vitro. JAgric Food Chem 2002;50:7220–7225. [CrossRef]
  • 30. Lila MA. Anthocyanins and human health: an in vitro investigative approach. J Biomed Res Int 2004;2004:306–313. [CrossRef]
  • 31. Khoo HE, Azlan A, Tang ST, Lim SM. Anthocyanidins and anthocyanins: Colored pigments as food, pharmaceutical ingredients, and the potential health benefits. Food Nutr Res 2017;61:1361779. [CrossRef]
  • 32. Wallace TC. Anthocyanins in cardiovascular disease. Adv Nutr 2011;2:1–7. [CrossRef]
  • 33. Oak MH, Bedoui J, Madeira SF, Chalupsky K, Schini‐Kerth V. Delphinidin and cyanidin inhibit PDGFAB‐induced VEGF release in vascular smooth muscle cells by preventing activation of p38 MAPK and JNK. Br J Pharmacol 2006;149:283–290. [CrossRef]
  • 34. Setchell KD, Cassidy A. Dietary isoflavones: biological effects and relevance to human health. J Nutr 1999;129:758S–767S. [CrossRef]
  • 35. Clavel T, Fallani M, Lepage P, et al. Isoflavones and functional foods alter the dominant intestinal microbiota in postmenopausal women. J Nutr 2005;135:2786–2792. [CrossRef]
  • 36. Cassidy A, Bingham S, Setchell K. Biological effects of a diet of soy protein rich in isoflavones on the menstrual cycle of premenopausal women. Am J Clin Nutr 1994;60:333–340. [CrossRef]
  • 37. Hämäläinen M, Nieminen R, Vuorela P, Heinonen M, Moilanen E. Anti-inflammatory effects of flavonoids: genistein, kaempferol, quercetin, and daidzein inhibit STAT-1 and NF-κB activations, whereas flavone, isorhamnetin, naringenin, and pelargonidin inhibit only NF-κB activation along with their inhibitory effect on iNOS expression and NO production in activated macrophages. Mediators Inflamm 2007;2007:45673. [CrossRef]
  • 38. Polkowski K, Mazurek AP. Biological properties of genistein. A review of in vitro and in vivo data. Acta Pol Pharm 2000;57:135–155.
  • 39. Goufo P, Trindade H. Rice antioxidants: phenolic acids, flavonoids, anthocyanins, proanthocyanidins, tocopherols, tocotrienols, γ‐ oryzanol, and phytic acid. Food Sci Nutr 2014;2:75–104. [CrossRef]
  • 40. Miean KH, Mohamed S. Flavonoid (myricetin, quercetin, kaempferol, luteolin, and apigenin) content of edible tropical plants. J Agric Food Chem 2001;49:3106–3112. [CrossRef]
  • 41. Bhagwat S, Haytowitz DB, Holden JM. USDA database for the flavonoid content of selected foods, Release 3.1. Beltsville, MD, USA: US Department of Agriculture; 2013. Available at: https://www.ars. usda.gov/ARSUserFiles/80400525/Data/Flav/Flav3-1.pdf
  • 42. Nishimuro H, Ohnishi H, Sato M, et al. Estimated daily intake and seasonal food sources of quercetin in Japan. Nutrients 2015;7:2345– 2358. [CrossRef]
  • 43. Basheer L, Kerem Z. Interactions between CYP3A4 and dietary polyphenols. Oxid Med Cell Longev 2015;2015:854015. [CrossRef]
  • 44. Borrelli F, Izzo AA. Herb-drug interactions with St John’s wort (Hypericum perforatum): an update on clinical observations. The AAPS J 2009;11:710–727. [CrossRef]
  • 45. Gurley BJ, Fifer EK, Gardner Z. Pharmacokinetic herb-drug interactions (part 2): drug interactions involving popular botanical dietary supplements and their clinical relevance. Planta Medica 2012;78:1490–1514. [CrossRef]
  • 46. Marzolini C, Paus E, Buclin T, Kim RB. Polymorphisms in human MDR1(P‐glycoprotein): recent advances and clinical relevance. Clin Pharmacol Ther 2004;75:13–33. [CrossRef]
  • 47. Li Y, Paxton JW. The effects of flavonoids on the ABC transporters: consequences for the pharmacokinetics of substrate drugs. Expert Opin Drug Metab Toxicol 2013;9:267–285. [CrossRef]
  • 48. Di Minno A, Frigerio B, Spadarella G, et al. Old and new oral anticoagulants: food, herbal medicines and drug interactions. Blood Rev 2017;31:193–203. [CrossRef]
  • 49. Hodek P, Trefil P, Stiborová M. Flavonoids-potent and versatile biologically active compounds interacting with cytochromes P450. Chemico-Biological Interactions 2002;139:1–21.
  • 50. Singh SP, Raju K, Ali MM, Kohli K, Jain GK. Reduced bioavailability of tamoxifen and its metabolite 4‐hydroxytamoxifen after oral administration with biochanin A (an isoflavone) in rats. Phytother Res 2012;26:303–307. [CrossRef]