Biotransformation of the phytoestrogen 8-prenylnaringenin

Zeitschrift fur Naturforschung - Section C Journal of Biosciences

Volumn 65 C, Issue 9-10, 2010, Pages 603-606

  Bartmańska, Agnieszka ^a   Tronina, Tomasz ^a   Huszcza, Ewa ^a  

^a WROC AW UNIVERSITY OF ENVIRONMENTAL AND LIFE SCIENCES   (Poland)

Author keywords

8 prenylnaringenin; Biotransformation; Fusarium equiseti

Indexed keywords

FUSARIUM EQUISETI;

EID: 78549274720     PISSN: 09395075     EISSN: None     Source Type: Journal    
DOI: 10.1515/znc-2010-9-1012     Document Type: Article

References (15)

1. Anioł M., Szymańska K., and Zołnierczyk A. (2008), An effi cient synthesis of the phytoestrogen 8-prenylna-ringenin from isoxanthohumol with magnesium iodide etherate. Tetrahedron 64, 9544-9547.
2. Bartmańska A., Huszcza E., and Tronina T. (2009), Transformation of isoxanthohumol by fungi. J. Mol. Cat. B 61, 221-224.
3. McCormick S., Robson K., and Bohm B. (1986), Fla-vonoids of Wyethia angustifolia and W. helenioides. Phytochemistry 25, 1723-1726.
4. Milligan S. R., Kalita J. C., Heyerick A., Rong H., De Cooman L., and De Keukeleire D. (1999), Identifi -cation of a potent phytoestrogen in hops (Humulus lupulus L.) and beer. J. Clin. Endocrinol. Metab. 84, 2249-2252.
5. Miyamoto M., Matsushita Y., Kiyokawa A., Fukada C., Iijima Y., Sugano M., and Akiyama T. (1998), Pre-nylfl avonoids: New class of nonsteroidal phytoes-trogen (part 2). Estrogenic effects of 8-prenyl-naringenin on bone metabolism. Planta Med. 64, 516-519.
6. Nikolic D., Yongmei L., Chadwick L. R., Grubjesic S., Schwab P., Metz P., and van Breemen R.-B. (2004), Metabolism of 8-prenylnaringenin, a potent phytoes-trogen from hops (Humulus lupulus), by human liver microsomes. Drug Metab. Dispos. 32, 272-279.
7. Pepper M. S., Hazel S. J., Humpel M., and Schleuning W. D. (2004), 8- renylnaringenin, a novel phytoestro-gen, inhibits angiogenesis in vitro and in vivo. J. Cell Physiol. 199, 98-107.
8. Possemiers S., Heyerick A., Robbens V., De Keukeleire D., and Verstraete W. (2005), Activation of proestro-gens from hops (Humulus lupulus L.) by intestinal microbiota; conversion of isoxanthohumol into 8-pre-nylnaringenin. J. Agric. Food Chem. 53, 6281-6288.
9. Rong H. J., Boterberg T., Maubach J., Stove C., De pypere H., Van Slambrouck S., Serreyn R., De Keukeleiere D., Mareel M., and Bracke M. (2001), 8-Prenylnarin-genin, the phytoestrogen in hops and beer, upregu-lates the function of the E-cadherin/catenin complex in human mammary carcinoma cells. Eur. J. Cell Biol. 80, 580-585.
10. Stevens J. F., Ivanic M., Hsu V., and Deinzer M. L. (1997), Prenylfl avonoids from Humulus lupulus. Phy-tochemistry 44, 1575-1585.
11. Tahara S., Tanaka M., and Barz W. (1997), Fungal metabolism of prenylated flavonoids. Phytochemistry 44, 1031-1036.
12. Tekel J., De Keukeleiere D., Rong H. J., Daeseleire E., and Van Petegem C. (1999), Determination of the hop-derived 8-prenylnaringenin in beer by gas chro-matography/mass spectrometry. J. Agric. Food Chem. 47, 5059-5063.
13. Wu T. S., Hsu M. Y., Damu A. G., Kuo P. C., Su C. R., Li C. Y., and Sun H. D. (2003), Constituents of leaves of Phellodendron chinese var. glabriusculum. Heterocycles 60, 397-404.
14. Yilmazer M., Stevens J. F., Deinzer M. L., and Buhler D. R. (2001), In vitro biotransformation of xanthohu- mol, a fl avonoid from hops (Humulus lupulus), by rat liver microsomes. Drug Metab. Dispos. 29, 223-231.
15. Zierau O., Morrissey C., Watson R.-G., Schwab P., Kolba S., Metz P., and Vollmer G. (2003), Antian-drogenic activity of the phytoestrogen naringenin, 6-(1,1-dimethylallyl)naringenin and 8-prenylnarin-genin. Planta Med. 69, 856-858.