Orally administered isoflavones are present as glucuronides in the human prostate.
Better knowledge of the bioavailability and metabolism of isoflavones in prostate tissue is needed to further investigate their mechanisms of action in the context of prostate cancer prevention. A total of 12 men with benign prostatic hyperplasia received soy extract supplementation (3 Evestrel capsules, providing a total of 112.5 mg isoflavones aglycone eq/day) for 3 days before prostate surgery. Blood and prostate tissues were sampled and metabolites were identified using electrospray ionization liquid chromatography tandem mass spectrometry (LC-ESI-MS/MS) and chemically synthesized standards of glucuronidated isoflavones. The main metabolites were the same in prostate tissue and in plasma, namely, 2 monoglucuronides of daidzein and 2 monoglucuronides of genistein. Concentrations of total isoflavones measured in prostate reached 1.05 +/- 0.62 nmol/g tissue (range 0.30-2.23) at the time of sampling, 12 h after the last isoflavone supplementation. At that time point, prostate concentrations were lower than plasma concentrations in all volunteers: 0.47 nmol/g vs. 0.66 microM for daidzein and 0.58 nmol/g vs. 0.78 microM for genistein. Isoflavone mechanisms of action should thus be investigated in in vitro cell studies using physiological conditions, intracellular concentrations below 5 nmol/g and no intracellular deconjugation of the monoglucuronide metabolites.
Guy
Laurent
L
CHU Clermont-Ferrand, Service Urologie, Clermont-Ferrand, France.
Védrine
Nicolas
N
Urpi-Sarda
Mireia
M
Gil-Izquierdo
Angel
A
Al-Maharik
Nawaf
N
Boiteux
Jean-Paul
JP
Scalbert
Augustin
A
Remesy
Christian
C
Botting
Nigel P
NP
Manach
Claudine
C
D000368:Aged; D002851:Chromatography, High Pressure Liquid; D004032:Diet; D019587:Dietary Supplements; D019833:Genistein / Q000032:analysis / Q000097:blood; D020719:Glucuronides / Q000032:analysis* / Q000378:metabolism*; D006801:Humans; D007529:Isoflavones / Q000008:administration & dosage* / Q000032:analysis / Q000097:blood / Q000493:pharmacokinetics*; D008297:Male; D008875:Middle Aged; D011467:Prostate / Q000737:chemistry*; D011470:Prostatic Hyperplasia / Q000378:metabolism / Q000601:surgery; D011471:Prostatic Neoplasms / Q000517:prevention & control; D021241:Spectrometry, Mass, Electrospray Ionization; D053719:Tandem Mass Spectrometry
D020719:Glucuronides; D007529:Isoflavones; C004742:daidzein; D019833:Genistein