Alantolactone

De WikiPhyto

Nom de la substance

Alantolactone

Famille moléculaire

Lactone sesquiterpénique (eudesmanolide) contenant deux cycles benzéniques

Source végétale

  • Aunée et autres plantes de la Pharmacopée chinoise [1]

Propriétés

  • Détoxifiant par action sur des enzymes de type 2, quinone réductase (QR) et glutathion-S-transférase (GST) [2], [3], [4]
  • Antimicrobien [5]
  • Cytotoxique sur cellules cancéreuses [6], [7], [8], inducteur d'apoptose pour les cellules cancéreuses [9]

Effet thérapeutique

  • Détoxification
  • Cancers (?)

Effets indésirables

  • Risques allergiques[10], [11], [12]
  • Inhibition du CYP34A, risques d'interaction avec les drogues éliminées par ce cytochrome P450 [13]

Bibliographie

  1. Ketai W, Huitao L, Yunkun Z, Xingguo C, Zhide H, Yucheng S, Xiao M. Separation and determination of alantolactone and isoalantolactone in traditional Chinese herbs by capillary electrophoresis. Talanta. 2000 Sep 5;52(6):1001-5. PMID 18968060
  2. Seo JI, Lim SS, Kim JR, Ji-Sun L, Ha YR, Lee IA, Kim EJ, Park JHY, Jong-Sang K. Nrf2-mediated Induction of Detoxifying Enzymes by Alantolactone Present in Inula helenium. Phytotherapy research. 2008, vol. 22, no11, pp. 1500-1505. PMID 18702092
  3. Seo JY, Park J, Kim HJ, Lee IA, Lim JS, Lim SS, Choi SJ, Park JH, Kang HJ, Kim JS. Isoalantolactone from Inula helenium caused Nrf2-mediated induction of detoxifying enzymes. J Med Food. 2009 Oct;12(5):1038-45. PMID 19857067
  4. Lim SS, Kim JR, Lim HA, Jang CH, Kim YK, Konishi T, Kim EJ, Park JH, Kim JS. Induction of detoxifying enzyme by sesquiterpenes present in Inula helenium. J Med Food. 2007 Sep;10(3):503-10. PMID 17887945
  5. Cantrell CL, Abate L, Fronczek FR, Franzblau SG, Quijano L, Fischer NH. Antimycobacterial eudesmanolides from Inula helenium and Rudbeckia subtomentosa. Planta Med. 1999 May;65(4):351-5. PMID 10364842
  6. Dirsch VM, Stuppner H, Vollmar AM. Cytotoxic sesquiterpene lactones mediate their death-inducing effect in leukemia T cells by triggering apoptosis. Planta Med. 2001 Aug;67(6):557-9. PMID 11509981
  7. Konishi T, Shimada Y, Nagao T, Okabe H, Konoshima T. Antiproliferative sesquiterpene lactones from the roots of Inula helenium. Biol Pharm Bull. 2002 Oct;25(10):1370-2. PMID: 12392098
  8. Dupuis G, Brisson J. Toxic effect of alantolactone and dihydroalantolactone in in vitro cultures of leukocytes. Chem Biol Interact. 1976 Nov;15(3):205-17. PMID 1000726
  9. Rasul A, Khan M, Ali M, Li J, Li X. Targeting apoptosis pathways in cancer with alantolactone and isoalantolactone. ScientificWorldJournal. 2013 Oct 27;2013:248532. doi: 10.1155/2013/248532. eCollection 2013. PMID 24288468
  10. Jovanović M, Mimica-Dukić N, Poljacki M, Boza P. Erythema multiforme due to contact with weeds: a recurrence after patch testing. Contact Dermatitis. 2003 Jan;48(1):17-25. PMID 12641574
  11. Kanerva L, Estlander T, Alanko K, Jolanki R. Patch test sensitization to Compositae mix, sesquiterpene-lactone mix, Compositae extracts, laurel leaf, Chlorophorin, Mansonone A, and dimethoxydalbergione. Am J Contact Dermat. 2001 Mar;12(1):18-24. PMID 11244135
  12. Kuno Y, Kawabe Y, Sakakibara S. Allergic contact dermatitis associated with photosensitivity, from alantolactone in a chrysanthemum farmer. Contact Dermatitis. 1999 Apr;40(4):224-5. PMID 10208523
  13. Qin CZ, Lv QL, Wu NY, Cheng L, Chu YC, Chu TY, Hu L, Cheng Y, Zhang X, Zhou HH. Mechanism-based inhibition of Alantolactone on human cytochrome P450 3A4 in vitro and activity of hepatic cytochrome P450 in mice. J Ethnopharmacol. 2015 Apr 7. pii: S0378-8741(15)00220-2. doi: 10.1016/j.jep.2015.03.061. PMID 25858508
  • Xin XL, Ma XC, Liu KX, Han J, Wang BR, Guo DA. Microbial transformation of alantolactone by Mucor polymorphosporus. J Asian Nat Prod Res. 2008 Sep-Oct;10(9-10):933-7. PMID 19003611