Estragole

De WikiPhyto.

Sommaire 1 Nom de la substance 2 Famille moléculaire 3 Source végétale 4 Propriétés 5 Effet thérapeutique 6 Effets indésirables 7 Bibliographie

Nom de la substance

Estragole, méthyl-chavicol

Famille moléculaire

• Phénol méthyl éther
• Dérivé du phénylpropane

Source végétale

• Huile essentielle d'estragon, de basilic, de fenouil

Propriétés

• Spasmolytique intestinal
• Antifongique ^[1]
• Activité antibactérienne sur Pseudomonas sp ^[2]

Effet thérapeutique

Effets indésirables

• Risque cancérogène et mutagène
• Génotoxicité pour des doses allant jusqu’à 2 g/kg ^[3], par formation d'adduits à ADN (sur la guanine ^[4])
• Hépatotoxicité chez la souris ^[5], ^[6]

Bibliographie

1. ↑ S. K. Oxenham, K. P. Svoboda, D. R. Walters. Antifungal Activity of the Essential Oil of Basil (Ocimum basilicum). Journal of Phytopathology, Volume 153, Issue 3, pages 174–180, March 2005
2. ↑ Wan J, Wilcock A, Coventry MJ. The effect of essential oils of basil on the growth of Aeromonas hydrophila and Pseudomonas fluorescens. J Appl Microbiol. 1998 Feb;84(2):152-8. PMID 9633630
3. ↑ Lutz Müller, P. Kasper, K. Müller-Tegethoff , T. Petr. The genotoxic potential in vitro and in vivo of the allyl benzene etheric oils estragole, basil oil and trans-anethole. Mutation Research Letters. Vol 325, Issue 4, 1994, Pages 129-136 [1]
4. ↑ Wisemay, R.W. Hepatocarcinogenesis in the preweanling male B6C3F/sub 1/ mouse with alkenylbenzene derivatives: hepatic DNA adducts, structure-carcinogenicity relationships, and activating mutations in the C-HA-ras proto-oncogene. Thèse (Ph. D) Université du Wisconsin, Madison (USA) [2]
5. ↑ Drinkwater NR, Miller EC, Miller JA, Pitot HC. Hepatocarcinogenicity of estragole (1-allyl-4-methoxybenzene) and 1'-hydroxyestragole in the mouse and mutagenicity of 1'-acetoxyestragole in bacteria. J Natl Cancer Inst. 1976 Dec;57(6):1323-31. PMID 187802
6. ↑ Wiseman RW, Miller EC, Miller JA, Liem A. Structure-Activity Studies of the Hepatocarcinogenicities of Alkenylbenzene Derivatives Related to Estragole and Safrole on Administration to Preweanling Male C57BL/6J × C3H/HeJ F1 Mice. Cancer Res May 1, 1987 47; 2275 [3]

• Miller JA, Miller EC. The metabolic activation and nucleic acid adducts of naturally-occurring carcinogens: recent results with ethyl carbamate and the spice flavors safrole and estragole. Br J Cancer. 1983 Jul;48(1):1-15. PMID 6191767
• Roger W. Wiseman, Timothy R. Fennell, James A. Miller, Elizabeth C. Miller. Further Characterization of the DNA Adducts Formed by Electrophilic Esters of the Hepatocarcinogens 1′-Hydroxysafrole and 1′-Hydroxyestragole in Vitro and in Mouse Liver in Vivo, Including New Adducts at C-8 and N-7 of Guanine Residues. Cancer Res July 1985 45; 3096 (texte intégral [4])
• De Vincenzi M, Silano M, Maialetti F, Scazzocchio B. Constituents of aromatic plants: II. Estragole. Fitoterapia. 2000 Dec;71(6):725-9. PMID 11077188