Relatieve affiniteit voor de alfa en beta receptor

Adapted from Boterberg, 2000

E2

GENISTEIN, DAIDZEIN, AND EQUOL AND CELL-CELL ADHESION IN MCF-7/6 CELLS

DMSO Equol

Equol + ICI 182,780 Equol + MB2

SLOW AGGREGATION ASSAY

FAST AGGREGATION ASSAY

Het grote probleem variatie in resultaten van studies bij fyto oestrogenen is de grote variatie in opname van deze stoffen.

Agreement Nr. RT-05/02-FYTOES-1 Ghent, January12th 2009

WORK PACKAGE IWORK PACKAGE I

O-desmethylangolensin Equol 8-prenylnaringenin

Daidzein Isoxanthohumol

Enterodiol (END) Enterolactone (ENL)

Secoisolariciresinol

Large interindividual variation

Daidzein

OH O

OOH

Dihydrodaidzein (DHD)

OH O

OOH

Equol

OH O

OHO-desmethylangolensin

(O-DMA)

OH O

OOH

H

SOY

Isoxanthohumol (IX)

8-Prenylnaringenin (8-PN)

OMe

OH

HOP

Agreement Nr. RT-05/02-FYTOES-1 Ghent, January12th 2009

Agreement Nr. RT-05/02-FYTOES-1 Ghent, January12th 2009

MIX

Daidzein

OH O

OOH

Equol

OH O

OH

IXOMe

8-PNOH ENL

SECOR: H

H3CO

HO

OR

OR

OCH3

OH

GUT MICROBIOT

A

Daidzein

OH O

OOH

Equol

OH O

OH

IXOMe

8-PNOH ENL

SECOR: H

H3CO

HO

OR

OR

OCH3

OH

GUT MICROBIOT

A

Agreement Nr. RT-05/02-FYTOES-1 Ghent, January12th 2009

WORK PACKAGE IWORK PACKAGE I

Individual phytoestrogens Individual phytoestrogens – – SHIME runSHIME run

Agreement Nr. RT-05/02-FYTOES-1 Ghent, January12th 2009

WORK PACKAGE IWORK PACKAGE I

Individual phytoestrogens Individual phytoestrogens – – SHIME runSHIME run DaidzeinDaidzein metabolism metabolism ((Decroos et al. (2006) J Nutr 136, 946-Decroos et al. (2006) J Nutr 136, 946-

52)52) Weak equol-producing inoculum + EPC4Weak equol-producing inoculum + EPC4 Standard SHIME feed + 175 µM daidzein aglycon eq.Standard SHIME feed + 175 µM daidzein aglycon eq.

IXIX metabolism metabolism (Possemiers et al. (2006) J Nutr 136, 1862-7; (Possemiers et al. (2006) J Nutr 136, 1862-7;

Possemiers et al. (2008) J Nutr Possemiers et al. (2008) J Nutr

138, 1310-6)138, 1310-6) Strong 8-PN-producing inoculumStrong 8-PN-producing inoculum Weak 8-PN-producing inoculum + Weak 8-PN-producing inoculum + E. limosumE. limosum Standard SHIME feed + 70 µM IX Standard SHIME feed + 70 µM IX

Stable EQUOL production in colon transversum

Stable 8-PN production in colon transversum

0

10

20

30

40

50

60

Genistein Daidzein Equol

Concentration (nm

ol/l)

Active group

Placebo group

BREAST TISSUE HOMOGENATE

Group Genistein Daidzein Equol SOY Median

Minimum Maximum N

Nd Nd Nd 9

Nd Nd

110.50 9

4.87 Nd

44.53 9

PLACEBO Median Minimum Maximum N

Nd Nd

2.79 13

5.97 Nd

30.88 13

Nd Nd

23.06 13

MATERIAL & METHODS - MATERIAL & METHODS - BREASTBREAST

FFQ, BMI, age, antibiotic use,…

bloodspot urineBreath methane

1 2 3 4 5 6 7 8 9 10R

WASHOUT TREATMENT

GC-FID

AESTHETIC BREAST SURGERY

Breast biopsies

Enzymatic deconjugationExtraction

HPLC-UV-MS

Bio-activity•biodistribution•concentration•molecular form