Flavonoïdes

De WikiPhyto
(Redirigé depuis Anthocyanes)
Sauter à la navigation Sauter à la recherche

Nom de la substance

Flavonoïdes

Famille moléculaire

Source végétale

  • Fruits, légumes, vin, thé, quasiment toutes les plantes médicinales
  • Teneur en nutriments protecteurs de quelques légumes (en mg/100 g)
	Fibres solubles F.insolubles	Vitamine C	Caroténoïdes	Flavonoïdes*
brocoli		15		14	90-149		3		10
céleri		12,6		15,3	75		2		10
chicorée	9,9		12,8	15		2		2
choux Bruxelles	6,3		14,3	70		1,8		6,5
chou fleur	12		13,4	50		0,3		0,3
concombre	6,6		10,2	20		2		0,2
endive		9,2		11,5	20		1,3		29
épinards	7,6		13,3	50		15		0,1
haricots verts	12,8		17,4	20		3		7
laitue		11,3		12,5	20		3		1,5
oignon		11,6		9,5	15		0,3		35
poireau		12,6		12,5	25		3		10
radis		11,3		15,9	25		0,2		0,6
---
(*quercétine + kaempférol + apigénine + lutéoline)

Source : Marie-José Amiot-Carlin et Christian Rémésy (INRA) [5]

Propriétés

Effet thérapeutique

  • Réduction de nombreuses maladies chroniques de civilisation, cancers, maladies cardio-vasculaires et cérébro-vasculaires, diabète [33]
  • Prévention de la survenue de maladie de Parkinson (surtout avec les anthocyanes des petits fruits colorés [34], [35]
  • Des apports alimentaires élevés de flavonols peuvent être associés à une réduction du risque de contracter une démence d'Alzheimer [36], [37]
  • Prévention et traitement du syndrome métabolique par les anthocyanosides et les catéchines (insulino-résistance, diabète, obésité, hypertension artérielle) [38], [39]

Effets indésirables

Bibliographie

  1. USDA Database for the Flavonoid: http://www.nal.usda.gov/fnic/foodcomp/Data/Flav/Flav02-1.pdf
  2. Cano A, Arnao MB, Williamson G, Garcia-Conesa MT. Superoxide scavenging by polyphenols: effect of conjugation and dimerization. Redox Rep. 2002;7(6):379-83. PMID 12625945
  3. Es-Safi NE, Ghidouche S, Ducrot PH. Flavonoids: hemisynthesis, reactivity, characterization and free radical scavenging activity. Molecules. 2007 Sep 26;12(9):2228-58. PMID 17962740
  4. Elliott AJ, Scheiber SA, Thomas C, Pardini RS. Inhibition of glutathione reductase by flavonoids. A structure-activity study. Biochem Pharmacol. 1992 Oct 20;44(8):1603-8. PMID 1329770
  5. Christie S, Walker AF, Lewith GT. Flavonoids--a new direction for the treatment of fluid retention? Phytother Res. 2001 Sep;15(6):467-75. PMID 11536373
  6. Fuhrman B, Aviram M. Flavonoids protect LDL from oxidation and attenuate atherosclerosis. Curr Opin Lipidol. 2001 Feb;12(1):41-8. PMID 11176202
  7. Actis-Goretta L, Ottaviani JI, Keen CL, Fraga CG. Inhibition of angiotensin converting enzyme (ACE) activity by flavan-3-ols and procyanidins. FEBS Lett. 2003 Dec 18;555(3):597-600. PMID 14675780
  8. Ottaviani JI, Actis-Goretta L, Villordo JJ, Fraga CG. Procyanidin structure defines the extent and specificity of angiotensin I converting enzyme inhibition. Biochimie. 2006 Mar-Apr;88(3-4):359-65. PMID 16330143
  9. Actis-Goretta L, Ottaviani JI, Fraga CG. Inhibition of angiotensin converting enzyme activity by flavanol-rich foods. J Agric Food Chem. 2006 Jan 11;54(1):229-34. PMID 16390204
  10. Kim HP, Son KH, Chang HW, Kang SS. Anti-inflammatory plant flavonoids and cellular action mechanisms. J Pharmacol Sci. 2004 Nov;96(3):229-45. http://www.jstage.jst.go.jp/article/jphs/96/3/229/_pdf
  11. Guo W, Wei X, Wu S, Wang L, Peng H, Wang J, Fang B. Antagonistic effect of flavonoids on NSC-741909-mediated antitumor activity via scavenging of reactive oxygen species. Eur J Pharmacol. 2010 Dec 15;649(1-3):51-8. PMID 20854805
  12. Szliszka E, Czuba ZP, Mazur B, Paradysz A, Krol W. Chalcones and dihydrochalcones augment TRAIL-mediated apoptosis in prostate cancer cells. Molecules. 2010 Aug 4;15(8):5336-53. PMID 20714300
  13. Go ML, Wu X, Liu XL. Chalcones: an update on cytotoxic and chemoprotective properties. Curr Med Chem. 2005;12(4):481-99. PMID 15720256
  14. Bédard Valérie. Les propriétés anti-angiogéniques des flavonoïdes. Mémoire de maîtrise en chimie. Université du Québec à Montréal, avril 2008
  15. Kim YH, Shin EK, Kim DH, Lee HH, Park JH, Kim JK. Antiangiogenic effect of licochalcone A. Biochem Pharmacol. 2010 Oct 15;80(8):1152-9. PMID 20637733
  16. Gacche RN, Shegokar HD, Gond DS, Yang Z, Jadhav AD. Evaluation of selected flavonoids as antiangiogenic, anticancer, and radical scavenging agents: an experimental and in silico analysis. Cell Biochem Biophys. 2011 Dec;61(3):651-63. PMID 21830125
  17. Wang LS, Stoner GD. Anthocyanins and their role in cancer prevention. Cancer Lett. 2008 Oct 8;269(2):281-90. doi: 10.1016/j.canlet.2008.05.020. PMID 18571839
  18. Amin AR, Wang D, Zhang H, Peng S, Shin HJ, Brandes JC, Tighiouart M, Khuri FR, Chen ZG, Shin DM. Enhanced anti-tumor activity by the combination of the natural compounds (-)-epigallocatechin-3-gallate and luteolin: potential role of p53. J Biol Chem. 2010 Nov 5;285(45):34557-65. PMID 20826787
  19. Chahar MK, Sharma N, Dobhal MP, Joshi YC. Flavonoids: A versatile source of anticancer drugs. Pharmacogn Rev. 2011 Jan;5(9):1-12. PMID 22096313 Texte intégral
  20. Cooke D, Schwarz M, Boocock D, Winterhalter P, Steward WP, Gescher AJ, Marczylo TH. Effect of cyanidin-3-glucoside and an anthocyanin mixture from bilberry on adenoma development in the ApcMin mouse model of intestinal carcinogenesis--relationship with tissue anthocyanin levels. Int J Cancer. 2006 Nov 1;119(9):2213-20. PMID 16823841
  21. Tanaka T, Takahashi R. Flavonoids and Asthma. Nutrients. 2013;5(6):2128-2143. doi:10.3390/nu5062128 texte intégral
  22. Paladini AC, Marder M, Viola H, Wolfman C, Wasowski C, Medina JH. Flavonoids and the central nervous system: from forgotten factors to potent anxiolytic compounds. J Pharm Pharmacol. 1999 May;51(5):519-26. PMID 10411210
  23. Medina JH, Viola H, Wolfman C, Marder M, Wasowski C, Calvo D, Paladini AC. Neurochem Res. 1997 Apr;22(4):419-25. Overview--flavonoids: a new family of benzodiazepine receptor ligands. PMID 9130252
  24. Paladini AC, Marder M, Viola H, Wolfman C, Wasowski C, Medina JH. Flavonoids and the central nervous system: from forgotten factors to potent anxiolytic compounds. J Pharm Pharmacol. 1999 May;51(5):519-26. PMID 10411210
  25. Jäger AK, Saaby L. Flavonoids and the CNS. Molecules. 2011 Feb 10;16(2):1471-85. doi: 10.3390/molecules16021471. PMID 21311414
  26. Grosso C, Valentão P, Ferreres F, Andrade PB. The use of flavonoids in central nervous system disorders. Curr Med Chem. 2013;20(37):4694-719. PMID 23834189
  27. Diniz TC, Silva JC, de Lima-Saraiva SR, Ribeiro FP, Pacheco AG, de Freitas RM, Quintans-Júnior LJ, Quintans Jde S, Mendes RL, Almeida JR. The role of flavonoids on oxidative stress in epilepsy. Oxid Med Cell Longev. 2015;2015:171756. doi: 10.1155/2015/171756. PMID 25653736
  28. Zandi K, Teoh BT, Sam SS, Wong PF, Mustafa MR, Abubakar S. Antiviral activity of four types of bioflavonoid against dengue virus type-2. Virol J. 2011 Dec 28;8:560. doi: 10.1186/1743-422X-8-560. PMID 22201648
  29. Zandi K, Teoh BT, Sam SS, Wong PF, Mustafa MR, Abubakar S. Novel antiviral activity of baicalein against dengue virus. BMC Complement Altern Med. 2012 Nov 9;12:214. doi: 10.1186/1472-6882-12-214. PMID 23140177
  30. Liu AL, Wang HD, Lee SM, Wang YT, Du GH. Structure-activity relationship of flavonoids as influenza virus neuraminidase inhibitors and their in vitro anti-viral activities. Bioorg Med Chem. 2008 Aug 1;16(15):7141-7. PMID 18640042
  31. Buer CS, Imin N, Djordjevic MA. Flavonoids: new roles for old molecules. J Integr Plant Biol. 2010 Jan;52(1):98-111. doi: 10.1111/j.1744-7909.2010.00905.x. PMID 20074144
  32. Manuela Blasa, Donato Angelino, Lorenzo Gennari Paolino Ninfali. The cellular antioxidant activity in red blood cells (CAA-RBC): A new approach to bioavailability and synergy of phytochemicals and botanical extracts. Food Chemistry Volume 125, Issue 2, 15 March 2011, Pages 685–691 [1]
  33. Knekt P, Kumpulainen J, Järvinen R, Rissanen H, Heliövaara M, Reunanen A, Hakulinen T, Aromaa A. Flavonoid intake and risk of chronic diseases. Am J Clin Nutr. 2002 Sep;76(3):560-8. PMID 12198000 Texte intégral : [2]
  34. X. Gao, A. Cassidy, M.A. Schwarzschild, E.B. Rimm, A. Ascherio. Habitual intake of dietary flavonoids and risk of Parkinson disease. Neurology, April 4, 2012 [3]
  35. Walter A. Kukull. An apple a day to prevent Parkinson disease. Reduction of risk by flavonoids. Neurology April 10, 2012 vol. 78 no. 15 1112-1113 [4]
  36. Holland TM, Agarwal P, Wang Y, Leurgans SE, Bennett DA, Booth SL, Morris MC. Dietary flavonols and risk of Alzheimer dementia. Neurology. 2020 Jan 29. pii: 10.1212/WNL.0000000000008981. doi: 10.1212/WNL.0000000000008981. PMID 31996451
  37. Damian McNamara. First Evidence Dietary Flavonols Linked to Lower Alzheimer Risk. Medscape, May 9, 2020
  38. Naseri R, Farzaei F, Haratipour P, Nabavi SF, Habtemariam S, Farzaei MH, Khodarahmi R, Tewari D, Momtaz S. Anthocyanins in the Management of Metabolic Syndrome: A Pharmacological and Biopharmaceutical Review. Front Pharmacol. 2018 Dec 4;9:1310. doi: 10.3389/fphar.2018.01310. eCollection 2018. PMID 30564116
  39. Bordoni A, Boesch C, Malpuech-Brugère C, Orfila C, Tomás-Cobos L. The role of bioactives in energy metabolism and metabolic syndrome. Proc Nutr Soc. 2019 Aug;78(3):340-350. doi: 10.1017/S0029665119000545. PMID 30967168
  40. Hodek P, Trefil P, Stiborová M. Flavonoids-potent and versatile biologically active compounds interacting with cytochromes P450. Chem Biol Interact. 2002 Jan 22;139(1):1-21. PMID: 11803026
  41. Breinholt VM, Offord EA, Brouwer C, Nielsen SE, Brøsen K, Friedberg T. In vitro investigation of cytochrome P450-mediated metabolism of dietary flavonoids. Food Chem Toxicol. 2002 May;40(5):609-16. PMID 11955666
  42. Si D, Wang Y, Zhou YH, Guo Y, Wang J, Zhou H, Li ZS, Fawcett JP. Mechanism of CYP2C9 inhibition by flavones and flavonols. Drug Metab Dispos. 2009 Mar;37(3):629-34. doi: 10.1124/dmd.108.023416. PMID 19074529
  • Bruneton J. Pharmacognosie, Phytochimie, Plantes médicinales. Ed. Tec et Doc. 1997.
  • Kurhekar, J. V. Flavonoids-the magical components of medicinal plants. ChemXpress 9(2), 139-144, (2016) texte intégral
  • Cook N. C, Samman S. Flavonoids-chemistry, metabolism, cardioprotective effects, and dietary sources. Journal of nutritional biochemistry. 1996, vol. 7, n° 2, pp. 66-76 [6]
  • Dacosta Yves. Les phytonutriments bioactifs, 669 références bibliographiques. Ed. Yves Dacosta. Paris. 2003.
  • Ghedira K. Les flavonoïdes : structure, propriétés biologiques, rôle prophylactique et emplois en thérapeutique. Phytothérapie 2005, vol. 3, no4, pp. 162-169
  • Ko WC, Shih CM, Lai YH, Chen JH, Huang HL. Inhibitory effects of flavonoids on phosphodiesterase isozymes from guinea pig and their structure-activity relationships. Biochem Pharmacol. 2004 Nov 15;68(10):2087-94. PMID 15476679
  • Middleton E Jr, Kandaswami C, Theoharides TC. The effects of plant flavonoids on mammalian cells: implications for inflammation, heart disease, and cancer. Pharmacol Rev. 2000 Dec;52(4):673-751. PMID 11121513 Texte intégral
  • Blaut M, Schoefer L, Braune A. Transformation of flavonoids by intestinal microorganisms. Int J Vitam Nutr Res. 2003 Mar;73(2):79-87. PMID 12747214
  • Stoner GD, Sardo C, Apseloff G, Mullet D, Wargo W, Pound V, Singh A, Sanders J, Aziz R, Casto B, Sun X. Pharmacokinetics of anthocyanins and ellagic acid in healthy volunteers fed freeze-dried black raspberries daily for 7 days. J Clin Pharmacol. 2005;45:1153–1164. PMID 16172180
  • Hänninen, Kaartinen K, Rauma AL, Nenonen M, Törrönen R, Häkkinen AS, Adlercreutz H, Laakso J. Antioxidants in vegan diet and rheumatic disorders. Toxicology. 2000 Nov 30;155(1-3):45-53. PMID 11156742
  • Vaya J, Tamir S. The relation between the chemical structure of flavonoids and their estrogen-like activities. Curr Med Chem. 2004 May;11(10):1333-43. PMID 15134523