A novel UHPLC method for the rapid and simultaneous determination of daidzein, genistein and equol in human urine

Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences

Volumn 1005, Issue , 2015, Pages 1-8

  Redruello, Begoña ^a   Guadamuro, Lucía ^a   Cuesta, Isabel ^a   Álvarez Buylla, Jorge R ^a   Mayo, Baltasar ^a   Delgado, Susana ^a  

^a DEPARTMENT OF MICROBIOLOGY AND BIOCHEMISTRY OF DAIRY PRODUCTS   (Spain)

Author keywords

Equol; Human urine; Menopausal women; Solid phase extraction; Soy isoflavones; UHPLC

Indexed keywords

BODY FLUIDS; CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIQUID CHROMATOGRAPHY; PATIENT TREATMENT; PHASE SEPARATION; SCREENING;

EQUOL; HUMAN URINE; MENOPAUSAL WOMEN; SOLID-PHASE EXTRACTION; SOY ISOFLAVONES; UHPLC;

FLAVONOIDS;

ACETONITRILE; DAIDZEIN; EQUOL; GENISTEIN; ISOFLAVONE DERIVATIVE; PLANT EXTRACT;

ACCURACY; ARTICLE; BIOAVAILABILITY; BIOTRANSFORMATION; CONTROLLED STUDY; DIET SUPPLEMENTATION; FEMALE; FLUORESCENCE; HUMAN; HYDROLYSIS; INTESTINE FLORA; LIGHT ABSORPTION; LIMIT OF DETECTION; LIMIT OF QUANTITATION; MICROBIAL METABOLISM; PATIENT COMPLIANCE; PRIORITY JOURNAL; SOLID PHASE EXTRACTION; SOY FOOD; ULTRA PERFORMANCE LIQUID CHROMATOGRAPHY; URINALYSIS; URINARY EXCRETION; DIETARY SUPPLEMENT; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MENOPAUSE; PROCEDURES; REPRODUCIBILITY; SOYBEAN; STATISTICAL MODEL; URINE;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DIETARY SUPPLEMENTS; EQUOL; GENISTEIN; HUMANS; ISOFLAVONES; LIMIT OF DETECTION; LINEAR MODELS; MENOPAUSE; PLANT EXTRACTS; REPRODUCIBILITY OF RESULTS; SOLID PHASE EXTRACTION; SOYBEANS;

EID: 84943247247     PISSN: 15700232     EISSN: 1873376X     Source Type: Journal    
DOI: 10.1016/j.jchromb.2015.09.029     Document Type: Article

References (32)

1. Xiao C.W. Health effects of soy protein and isoflavones in humans. J. Nutr. 2008, 138:1244S-1249S.
2. Clavel T., Mapesa J.O. Phenolics in human nutrition: importance of the intestinal microbiome for isoflavone and lignan bioavailability. Natural Products 2015, 2433-2463. Springer, 2013. K.G. Ramawat, J.M. Mérillon (Eds.).
3. NAMS (North American Menopause Society) The role of soy isoflavones in menopausal health: report of The North American Menopause Society. Menopause 2011, 18:732-753.
4. Yuan J.P., Wang J.H., Liu X. Metabolism of dietary soy isoflavones to equol by human intestinal microflora-implications for health. Mol. Nutr. Food Res. 2007, 51:765-781.
5. Setchell K.D., Brown N.M., Lydeking-Olsen E. The clinical importance of the metabolite equol-a clue to the effectiveness of soy and its isoflavones. J. Nutr. 2002, 132:3577-3584.
6. Sánchez-Calvo J.M., Rodríguez-Iglesias M.A., Molinillo J.M.G., Macías F.A. Soy isoflavones and their relationship with microflora: beneficial effects on human health in equol producers. Phytochem. Rev. 2013, 12:979-1000.
7. Chandrasekharan S., Aglin A. Pharmacokinetics of dietary isoflavones. J. Steroids Hormon. Sci. 2013, S12:1-8.
8. Stobiecki M., Kachlicki P. Isolation and identification of flavonois. The Science of Flavonoids 2015, 47-69. Springer, 2006. E. Grotewold (Ed.).
9. Wang C.C., Prasain J.K., Barnes S. Review of the methods used in the determination of phytoestrogens. J. Chromatogr. B 2002, 777:3-28.
10. Wilkinson A.P., Wähälä K., Williamson G. Identification and quantification of polyphenol phytoestrogens in foods and human biological fluids. J. Chromatogr. B 2002, 777:93-109.
11. Q.Wu M., Wang J.E.Simon Analytical methods to determine phytoestrogenic compounds. J. Chromatogr. B 2004, 812:325-355.
12. Baranowska I., Magiera S. Analysis of isoflavones and flavonoids in human urine by UHPLC. Anal. Bioanal. Chem. 2011, 399:3211-3219.
13. Baranowska I., Magiera S., Baranowski J. UHPLC method for the simultaneous determination of β-blockers, isoflavones and their metabolites in human urine. J. Chromatogr. B 2011, 879:615-626.
14. Baranowska I., Magiera S., Baranowski J. UHPLC method for the simultaneous determination of β-blockers, isoflavones, and flavonoids in human urine. J. Chromatogr. Sci. 2011, 49:764-773.
15. Magiera S., Baranowska I., Kusa J. Development and validation of UHPLC-ESI-MS/MS method for the determination of selected cardiovascular drugs, polyphenols and their metabolites in human urine. Talanta 2012, 89:47-56.
16. Richelle M., Pridmore-Merten S., Bodenstab S., Enslen M., Offord E.A. Hydrolysis of isoflavone glycosides to aglycones by β-glucosidase does not alter plasma and urine isoflavone pharmacokinetics in post menopausal women. J. Nutr. 2002, 132:2587-2592.
17. Maubach J., Bracke M.E., Heyerick A., Depypere H.T., Serreyn R.F., Mareel M.M., De Keukeleire D. Quantitation of soy-derived phytoestrogens in human breast tissue and biological fluids by high-performance liquid chromatography. J Chromatogr. B 2003, 784:137-144.
18. Taverniers I., De Loose M., Van Bockstaele E. Trends in quality in the analytical laboratory. II. Analytical method validation and quality assurance. Trends Anal. Chem. 2004, 23:535-552.
19. Collison M.W. Determination of total soy isoflavones in dietary supplements, supplement ingredients, and soy foods by high-performance liquid chromatography with ultraviolet detection: collaborative study. J. AOAC Int. 2008, 91:489-500.
20. Bolca S., Possemiers S., Herregat A., Huybrechts I., Heyerick A., De Vriese S., Verbruggen M., Depypere H., De Keukeleire D., Bracke M., De Henauw S., Verstraete W., Van de Wiele T. Microbial and dietary factors are associated with the equol producer phenotype in healthy postmenopausal women. J. Nutr. 2007, 137:2242-2246.
21. Y.Xia M., Chen P., Zhu C., Lu G., Fu X., Zhou D., Chen H., Wang B., Hang S., Wang Z., Zhou J., Sha X.Wang Urinary phytoestrogen levels related to idiopathic male infertility in Chinese men. Environ. Int. 2013, 59:161-167.
22. Thomas B.F., Zeisel S.H., Busby M.G., Hill J.M., Mitchell R.A., Scheffler N.M., Brown S.S., Bloeden L.T., Dix K.J., Jeffcoat A.R. Quantitative analysis of the principle soy isoflavones genistein, daidzein and glycitein, and their primary conjugated metabolites in human plasma and urine using reversed-phase high-performance liquid chromatography with ultraviolet detection. J. Chromatogr. B 2001, 760:191-205.
23. Matthies A., Loh G., Blaut M., Braune A. Daidzein and genistein are converted to equol and 5-hydroxy-equol by human intestinal Slackia isoflavoniconvertens in gnotobiotic rats. J. Nutr. 2012, 142:40-46.
24. Rowland I.R., Wiseman H., Sanders T.A., Adlercreutz H., Bowey E.A. Interindividual variation in metabolism of soy isoflavones and lignans: influence of habitual diet on equol production by the gut microflora. Nutr. Cancer 2000, 36:27-32.
25. Kelly G.E., Joannou G.E., Reeder A.Y., Nelson C., Waring M.A. The variable metabolic response to dietary isoflavones in humans. Proc. Soc. Exp. Biol. Med. 1995, 208:40-43.
26. Lampe J.W., Karr S.C., Hutchins A.M., Slavin J.L. Urinary equol excretion with a soy challenge: influence of habitual diet. Proc. Soc. Exp. Biol. Med. 1998, 21:335-339.
27. Vergne S., Titier K., Bernard V., Asselineau J., Durand M., Lamothe V., Potier M., Perez P., Demotes-Mainard J., Chantre P., Moore N., Bennetau-Pelissero C., Sauvant P. Bioavailability and urinary excretion of isoflavones in humans: effects of soy-based supplements formulation and equol production. J. Pharm. Biomed. Anal. 2007, 43:1488-1494.
28. B.Liu L., Qin A., Liu S., Uchiyama T., Ueno X., Li P.Wang Prevalence of the equol-producer phenotype and its relationship with dietary isoflavone and serum lipids in healthy Chinese adults. J. Epidemiol. 2010, 20:377-384.
29. Fiechter G., Raba B., Jungmayr A., Mayer H.K. Characterization of isoflavone composition in soy-based nutritional supplements via ultra-performance liquid chromatography. Anal. Chim. Acta 2010, 672:72-78.
30. Toro-Funes N., Odriozola-Serrano I., Bosch-Fusté J., Latorre-Moratalla M.L., Veciana-Nogués M.T., Izquierdo-Pulido M., Vidal-Carou M.C. Fast simultaneous determination of free and conjugated isoflavones in soy milk by UHPLC-UV. Food Chem. 2012, 135:2832-2838.
31. Yang Z., Zhu W., Gao S., Xu H., Wu B., Kulkarni K., Singh R., Tang L., Hu M. Simultaneous determination of genistein and its four phase II metabolites in blood by a sensitive and robust UPLC-MS/MS method: application to an oral bioavailability study of genistein in mice. J. Pharm. Biomed. Anal. 2010, 53:81-89.
32. Ma Y., Zhang L., Zhao X., Shen Q. Analysis of daidzein in nanoparticles after oral co-administration with sodium caprate to rats by ultra-performance liquid chromatography-quadrupole-time-of-flight mass spectrometry. J. Chromatogr. B 2012, 907:21-26.