Antiandrogenic activity of the phytoestrogens naringenin, 6-(1,1-dimethylallyl)naringenin and 8-prenylnaringenin.
Naturally occurring naringenin derivatives, known for their estrogenic activity, were tested in two independent (anti-)androgen screening assays. Using a yeast-based androgen receptor assay relatively strong antiandrogen activities were demonstrated for 6-(1,1-dimethylallyl)naringenin and 8-prenylnaringenin, while the parent compound naringenin did not show recognizable antiandrogen activity. In an androgen receptor activity assay based on the analysis of prostate specific antigen (PSA) concentrations in the supernatants of treated PC3(AR)2 cells the antiandrogenic activity of 6-(1,1-dimethylallyl)naringenin was detected at concentrations of 10 (-5) M. 8-Prenylnaringenin or naringenin have no detectable antiandrogenic effect. In summary, for the first time we provide evidence of the antiandrogenic activity of 6-DMA-N in two independent model systems. In conclusion, we demonstrated the ability of prenylated naringenins not only to act via the estrogen receptor but also through the androgen receptor.
Institut für Zoologie, Technische Universität Dresden, Zellescher Weg 20, 01217 Dresden, Germany. Oliver.Zierau@mailbox.tu-dresden.de
Oliver
O
Zierau
Colm
C
Morrissey
R William G
RW
Watson
Pia
P
Schwab
Susanne
S
Kolba
Peter
P
Metz
Günter
G
Vollmer
D000726:Androgen Antagonists / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D002478:Cells, Cultured / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D044950:Flavanones / Q000008:administration & dosage / Q000494:pharmacology / Q000627:therapeutic use; D006801:Humans; D007529:Isoflavones / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D048789:Phytoestrogens; D008517:Phytotherapy; D028321:Plant Preparations / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D010946:Plants, Medicinal; D011944:Receptors, Androgen / Q000187:drug effects
C462031:6-(1,1-dimethylallyl)naringenin; C119737:8-prenylnaringenin; D000726:Androgen Antagonists; D044950:Flavanones; D007529:Isoflavones; D048789:Phytoestrogens; D028321:Plant Preparations; D011944:Receptors, Androgen; C005273:naringenin