Lutéoline

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Nom de la substance

Lutéoline, tétra-hydroxy 3',4',5,7 flavone

Famille moléculaire

Flavonoïde (flavone)

Source végétale

Propriétés

  • Anti-inflammatoire [1] comme l’apigénine (identique à l'indométhacine), anti-allergique, inhibe la production de TNF-alpha (tumor necrosis factor-α) [2]
  • Hypouricémiant par inhibition de la xanthine oxydase (comme d'autres flavonoïdes : genkwanine, apigénine, lutéoline 7-méthyl éther) [3]
  • Vasorelaxant [4]
  • Anti-oxydant, anti-radicaux libres
  • Potentialités anti-cancer [5]
  • Puissant inhibiteur de l'angiogénèse anormale des cellules cancéreuses [6], activation de la caspase-7, induction de l’apoptose de cellules de cancer du colon [7]
  • Effet progestatif (phytoprogestatif, avec apigénine, kaempférol, naringénine) [9]
  • Effet cardiovasculaire, antispasmodique, inhibition de l'AMP cyclique phosphodiestérase [10], inhibiteur de la PDE-4 [11]
  • Effet IEC, parmi divers flavonoïdes (lutéoline, quercétine, rutine, kaempférol, rhoifoline apigénine), la lutéoline possède l'activité inhibitrice de l'enzyme de conversion de l'angiotensine (ACEI) la plus élevée [12]
  • La lutéoline et ses dérivés lutéoline-7-O-β-glucoside et lutéoline-4′-O-β-glucoside (olivier) sont antidiabétiques par inhibition de l'alpha-amylase et de l'alpha-glucosidase [13], [14]
  • Prévention de la rétinopathie et de neuropathies chez les diabétiques par inhibition de l’aldose réductase (responsable de la conversion du glucose en fructose qui s'accumule dans les tissus oculaires) [15]
  • La lutéoline possède une activité antimicrobienne significative vis-à-vis de Staphylococcus aureus [16]
  • Cicatrisant [17]
  • Potentialités dans la maladie d'Alzheimer [18], supprime l'agrégation bêta-amyloide et tau, régule à la baisse l'expression de COX-2, NOS, MMP-9, TNF-α, interleukines et chimiokines, réduit le stress oxydatif par piégeage des ROS, module les activités des facteurs de transcription CREB, cJun, Nrf-1, NF--B, p38, p53, AP-1 et β-caténine [19], [20], neuroprotecteur [21]
  • Potentialités dans la maladie de Parkinson [22], [23]
  • Néphroprotecteur, protège de la toxicité du cisplatine [24]

Effet thérapeutique

  • Maladies inflammatoires chroniques de l'intestin (MICI) [25]
  • Maladie d'Alzheimer (?)
  • Maladie de Parkinson (?)
  • Prévention de la toxicité de chimiothérapies (?)

Effets indésirables

Bibliographie

  1. Saebyeol Jang, Keith W. Kelley, Rodney W. Johnson. Luteolin reduces IL-6 production in microglia by inhibiting JNK phosphorylation and activation of AP-1. Proc Natl Acad Sci U S A. 2008 May 27; 105(21): 7534–7539. Texte intégral
  2. Hiroshi Ueda, Chikako Yamazaki, Masatoshi Yamazaki. Luteolin as an Anti-inflammatory and Anti-allergic Constituent of Perilla frutescens. Biological and Pharmaceutical Bulletin, Vol. 25 (2002) No. 9 P 1197-1202 [1]
  3. NORO, T., ODA, Y., Miyase, T., Ueno, A., & Fukushima, S. (1983). Inhibitors of xanthine oxidase from the flowers and buds of Daphne genkwa. Chemical and Pharmaceutical Bulletin, 31(11), 3984-3987.
  4. Dong, X.; Wang, Y.; Liu, T.; Wu, P.; Gao, J.; Xu, J.; Yang, B.; Hu, Y. Flavonoids as Vasorelaxant Agents: Synthesis, Biological Evaluation and Quantitative Structure Activities Relationship (QSAR) Studies. Molecules 2011, 16, 8257-8272.
  5. Lin, Y., Shi, R., Wang, X., & Shen, H. M. (2008). Luteolin, a flavonoid with potential for cancer prevention and therapy. Current cancer drug targets, 8(7), 634–646. https://doi.org/10.2174/156800908786241050. PMID 18991571
  6. Ko WG, Kang TH, Lee SJ, Kim YC, Lee BH. Effects of luteolin on the inhibition of proliferation and induction of apoptosis in human myeloid leukaemia cells. Phytother Res. 2002 May;16(3):295-8. PMID 12164283
  7. Shin, Soon Young & Yong, Yeonjoong & Hong, Dae & Lee, Da & Lee, Da & Lee, Young. (2015). Identification of flavonoids from Eriodictyon californicum and their cytotoxicity against HCT116 colon cancer cells. Journal of the Korean Society for Applied Biological Chemistry. 58. 10.1007/s13765-015-0015-0.
  8. Bédard Valérie. Les propriétés anti-angiogéniques des flavonoïdes. Mémoire de maîtrise en chimie. Université du Québec à Montréal, avril 2008
  9. Greco S, Pellegrino P, Zannotti A, Delli Carpini G, Ciavattini A, Reis FM, Ciarmela P. Phytoprogestins: Unexplored Food Compounds with Potential Preventive and Therapeutic Effects in Female Diseases. Nutrients. 2021 Nov 30;13(12):4326. doi: 10.3390/nu13124326. PMID 34959877; PMCID: PMC8705436.
  10. S. Abdalla, M. Abu Zarga, S. Sabri. Effects of the flavone luteolin, isolated from Colchicum richii, on guinea-pig isolated smooth muscle and heart and on blood pressure and blood flow. Phytotherapy Research, Volume 8, Issue 5, pages 265–270, August 1994
  11. Yu MC, Chen JH, Lai CY, Han CY, Ko WC. Luteolin, a non-selective competitive inhibitor of phosphodiesterases 1-5, displaced [(3)H]-rolipram from high-affinity rolipram binding sites and reversed xylazine/ketamine-induced anesthesia. Eur J Pharmacol. 2009 Oct 22. PMID 19853596
  12. Guerrero L, Castillo J, Quiñones M, Garcia-Vallvé S, Arola L, Pujadas G, Muguerza B. Inhibition of angiotensin-converting enzyme activity by flavonoids: structure-activity relationship studies. PLoS One. 2012;7(11):e49493. doi: 10.1371/journal.pone.0049493. PMID 23185345
  13. Eddouks Mohamed, Chattopadhyay Debprasad. Phytotherapy in the Management of Diabetes and Hypertension. Bentham Science Publishers, 2012. eISBN : 978-1-60805-014-7
  14. Tae Joung Ha, Jin Hwan Lee, Myoung-Hee Lee, Byeong Won Lee, Hyun Sook Kwon, Chang-Hwan Park, Kang-Bo Shim, Hyun-Tae Kim, In-Youl Baek, Dae Sik Jang. Isolation and identification of phenolic compounds from the seeds of Perilla frutescens (L.) and their inhibitory activities against α-glucosidase and aldose reductase. Food Chemistry, Volume 135, Issue 3, 2012, Pages 1397-1403, https://doi.org/10.1016/j.foodchem.2012.05.104.
  15. Jaemin, Lee & Rodriguez, Joyce & Quilantang, Norman & Lee, Myoung-Hee & Cho, Eun & Jacinto, Sonia & Lee, Sanghyun. (2017). Determination of flavonoids from Perilla frutescens var. japonica seeds and their inhibitory effect on aldose reductase. Applied Biological Chemistry. 60. 10.1007/s13765-017-0260-5.
  16. Emran TB, Rahman MA, Uddin MMN, et al. Molecular docking and inhibition studies on the interactions of Bacopa monnieri’s potent phytochemicals against pathogenic Staphylococcus aureus. DARU Journal of Pharmaceutical Sciences. 2015;23(1):26. doi:10.1186/s40199-015-0106-9. PMID 25884228
  17. Ozay, Yusuf & Guzel, Sevda & Erdoğdu, İbrahim & Yildirim, Zuhal & Pehlivanoglu, Burcin & Turk, Bilge & Darcan, Sinan. (2018). Evaluation of the Wound Healing Properties of Luteolin Ointments on Excision and Incision Wound Models in Diabetic and Non-Diabetic Rats. Records of Natural Products. 12. 350-366. 10.25135/rnp.38.17.08.135.
  18. Kwon Y. Luteolin as a potential preventive and therapeutic candidate for Alzheimer's disease. Exp Gerontol. 2017 Sep;95:39-43. doi: 10.1016/j.exger.2017.05.014. PMID 28528007
  19. Ali, F., & Siddique, Y. H. (2019). Bioavailability and Pharmaco-therapeutic Potential of Luteolin in Overcoming Alzheimer's Disease. CNS & neurological disorders drug targets, 18(5), 352–365. https://doi.org/10.2174/1871527318666190319141835. PMID 30892166
  20. Zhang JX, Xing JG, Wang LL, Jiang HL, Guo SL, Liu R. Luteolin Inhibits Fibrillary β-Amyloid1-40-Induced Inflammation in a Human Blood-Brain Barrier Model by Suppressing the p38 MAPK-Mediated NF-κB Signaling Pathways. Molecules. 2017 Feb 24;22(3):334. doi: 10.3390/molecules22030334. PMID 28245546
  21. Nabavi SF, Braidy N, Gortzi O, Sobarzo-Sanchez E, Daglia M, Skalicka-Woźniak K, Nabavi SM. Luteolin as an anti-inflammatory and neuroprotective agent: A brief review. Brain Res Bull. 2015 Oct;119(Pt A):1-11. doi: 10.1016/j.brainresbull.2015.09.002. PMID 26361743
  22. Wu, Y., Jiang, X., Yang, K., Xia, Y., Cheng, S., Tang, Q., Bai, L., Qiu, J., & Chen, C. (2017). Inhibition of α-Synuclein contributes to the ameliorative effects of dietary flavonoids luteolin on arsenite-induced apoptotic cell death in the dopaminergic PC12 cells. Toxicology mechanisms and methods, 27(8), 598–608. https://doi.org/10.1080/15376516.2017.1339155. PMID 28583009
  23. Siddique YH. Role of luteolin in overcoming Parkinson's disease. Biofactors. 2021 Mar;47(2):198-206. doi: 10.1002/biof.1706. PMID 33443305.
  24. Domitrovic R, Cvijanovic O, Pugel EP et al (2013) Luteolin ameliorates cisplatin-induced nephrotoxicity in mice through inhibition of platinum accumulation, inflammation and apoptosis in the kidney. Toxicology 310:115–123. https://doi.org/10.1016/j.tox.2013.05.015
  25. Nishitani Y, Yamamoto K, Yoshida M, Azuma T, Kanazawa K, Hashimoto T, Mizuno M. Intestinal anti-inflammatory activity of luteolin: role of the aglycone in NF-κB inactivation in macrophages co-cultured with intestinal epithelial cells. Biofactors. 2013 Sep-Oct;39(5):522-33. doi: 10.1002/biof.1091. PMID 23460110