메뉴 건너뛰기




Volumn 407, Issue 7, 2015, Pages 1819-1829

Bioavailability and biotransformation of sulforaphane and erucin metabolites in different biological matrices determined by LC-MS-MS

Author keywords

Bioactive compounds; Bioavailability; Biotransformation; Erucin; Mass spectrometry; Sulforaphane

Indexed keywords

BIOCHEMISTRY; BIOCONVERSION; BIOMOLECULES; CELL CULTURE; DISEASES; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; SPECTROMETRY;

EID: 84928640212     PISSN: 16182642     EISSN: 16182650     Source Type: Journal    
DOI: 10.1007/s00216-015-8482-z     Document Type: Article
Times cited : (25)

References (37)
  • 1
    • 34047136753 scopus 로고    scopus 로고
    • Cruciferous vegetables and human cancer risk: Epidemiologic evidence and mechanistic basis
    • 1:CAS:528:DC%2BD2sXjvFGnt7c%3D
    • Higdon JV, Delage B, Williams DJ, Dashwood RH (2007) Cruciferous vegetables and human cancer risk: epidemiologic evidence and mechanistic basis. Pharm Res 55:224-236
    • (2007) Pharm Res , vol.55 , pp. 224-236
    • Higdon, J.V.1    Delage, B.2    Williams, D.J.3    Dashwood, R.H.4
  • 2
    • 58149327483 scopus 로고    scopus 로고
    • Glucosinolates, isothiocyanates and human health
    • 1:CAS:528:DC%2BD1MXivFCguw%3D%3D
    • Traka M, Mithen R (2009) Glucosinolates, isothiocyanates and human health. Phytochem Rev 8:269-282
    • (2009) Phytochem Rev , vol.8 , pp. 269-282
    • Traka, M.1    Mithen, R.2
  • 3
    • 34247606510 scopus 로고    scopus 로고
    • Molecular basis for chemoprevention by sulforaphane: A comprehensive review
    • 1:CAS:528:DC%2BD2sXlsVWltLk%3D
    • Juge N, Mithen RF, Traka M (2007) Molecular basis for chemoprevention by sulforaphane: a comprehensive review. Cell Mol Life Sci 64:1105-1127
    • (2007) Cell Mol Life Sci , vol.64 , pp. 1105-1127
    • Juge, N.1    Mithen, R.F.2    Traka, M.3
  • 5
    • 55549148383 scopus 로고    scopus 로고
    • Sulforaphane induces DNA double strand breaks predominantly repaired by homologous recombination pathway in human cancer cells
    • 1:CAS:528:DC%2BD1cXhtlykt7zJ
    • Sekine-Suzuki E, Yu D, Kubota N, Okayasu R, Anzai K (2008) Sulforaphane induces DNA double strand breaks predominantly repaired by homologous recombination pathway in human cancer cells. Biochem Biophys Res Commun 377:341-345
    • (2008) Biochem Biophys Res Commun , vol.377 , pp. 341-345
    • Sekine-Suzuki, E.1    Yu, D.2    Kubota, N.3    Okayasu, R.4    Anzai, K.5
  • 6
    • 84894575798 scopus 로고    scopus 로고
    • The broccoli-born isothiocyanate sulforaphane impairs nucleotide excision repair: XPA as one potential target
    • 1:CAS:528:DC%2BC3sXhvFKhu7jL
    • Piberger AL, Köberle B, Hartwig A (2014) The broccoli-born isothiocyanate sulforaphane impairs nucleotide excision repair: XPA as one potential target. Arch Toxicol 88:647-658
    • (2014) Arch Toxicol , vol.88 , pp. 647-658
    • Piberger, A.L.1    Köberle, B.2    Hartwig, A.3
  • 8
    • 80051782358 scopus 로고    scopus 로고
    • Influence of the chemical structure on the thermal degradation of the glucosinolates in broccoli sprouts
    • 1:CAS:528:DC%2BC3MXhtVWjsbzN
    • Hanschen FS, Rohn S, Mewis I, Schreiner M, Kroh LW (2012) Influence of the chemical structure on the thermal degradation of the glucosinolates in broccoli sprouts. Food Chem 130:1-8
    • (2012) Food Chem , vol.130 , pp. 1-8
    • Hanschen, F.S.1    Rohn, S.2    Mewis, I.3    Schreiner, M.4    Kroh, L.W.5
  • 9
    • 51349088974 scopus 로고    scopus 로고
    • Multi-targeted prevention of cancer by sulforaphane
    • 1:CAS:528:DC%2BD1cXhtFWlsrjK
    • Clarke JD, Dashwood RH, Ho E (2008) Multi-targeted prevention of cancer by sulforaphane. Cancer Lett 269:291-304
    • (2008) Cancer Lett , vol.269 , pp. 291-304
    • Clarke, J.D.1    Dashwood, R.H.2    Ho, E.3
  • 10
    • 0036309574 scopus 로고    scopus 로고
    • Metabolism of sinigrin (2-propenyl glucosinolate) by the human colonic microflora in a dynamic in vitro large-intestinal model
    • 1:CAS:528:DC%2BD38Xlt1Knurg%3D
    • Krul C, Humblot C, Philippe C, Vermeulen M, van Nuenen M, Havenaar R, Rabot S (2002) Metabolism of sinigrin (2-propenyl glucosinolate) by the human colonic microflora in a dynamic in vitro large-intestinal model. Carcinogenesis 23:1009-1016
    • (2002) Carcinogenesis , vol.23 , pp. 1009-1016
    • Krul, C.1    Humblot, C.2    Philippe, C.3    Vermeulen, M.4    Van Nuenen, M.5    Havenaar, R.6    Rabot, S.7
  • 11
    • 84897035455 scopus 로고    scopus 로고
    • The metabolism of methylsulfinylalkyl- and methylthioalkyl-glucosinolates by a selection of human gut bacteria
    • 1:CAS:528:DC%2BC3sXhs1ykt73J
    • Luang-In V, Narbad A, Nueno-Palop C, Mithen R, Bennett M, Rossiter JT (2014) The metabolism of methylsulfinylalkyl- and methylthioalkyl-glucosinolates by a selection of human gut bacteria. Mol Nutr Food Res 58:875-883
    • (2014) Mol Nutr Food Res , vol.58 , pp. 875-883
    • Luang-In, V.1    Narbad, A.2    Nueno-Palop, C.3    Mithen, R.4    Bennett, M.5    Rossiter, J.T.6
  • 12
    • 33751225931 scopus 로고    scopus 로고
    • Quantitative measurement of sulforaphane, iberin and their mercapturic acid pathway metabolites in human plasma and urine using liquid chromatography-tandem electrospray ionisation mass spectrometry
    • 1:CAS:528:DC%2BD28Xht1CqtbfE
    • Al-Janobi AA, Mithen RF, Gasper AV, Shaw PN, Middleton RJ, Ortori CA, Barrett DA (2006) Quantitative measurement of sulforaphane, iberin and their mercapturic acid pathway metabolites in human plasma and urine using liquid chromatography-tandem electrospray ionisation mass spectrometry. J Chromatogr B Anal Technol Biomed Life Sci 844:223-234
    • (2006) J Chromatogr B Anal Technol Biomed Life Sci , vol.844 , pp. 223-234
    • Al-Janobi, A.A.1    Mithen, R.F.2    Gasper, A.V.3    Shaw, P.N.4    Middleton, R.J.5    Ortori, C.A.6    Barrett, D.A.7
  • 13
    • 77951211975 scopus 로고    scopus 로고
    • New biomarkers for monitoring the levels of isothiocyanates in humans
    • 1:CAS:528:DC%2BC3cXhsVyjtLk%3D
    • Kumar A, Sabbioni G (2010) New biomarkers for monitoring the levels of isothiocyanates in humans. Chem Res Toxicol 23:756-765
    • (2010) Chem Res Toxicol , vol.23 , pp. 756-765
    • Kumar, A.1    Sabbioni, G.2
  • 14
    • 0030781225 scopus 로고    scopus 로고
    • Biotransformation of the naturally occurring isothiocyanate sulforaphane in the rat: Identification of phase I metabolites and glutathione conjugates
    • 1:CAS:528:DyaK2sXmvVOls7c%3D
    • Kassahun K, Davis M, Hu P, Martin B, Baillie T (1997) Biotransformation of the naturally occurring isothiocyanate sulforaphane in the rat: identification of phase I metabolites and glutathione conjugates. Chem Res Toxicol 10:1228-1233
    • (1997) Chem Res Toxicol , vol.10 , pp. 1228-1233
    • Kassahun, K.1    Davis, M.2    Hu, P.3    Martin, B.4    Baillie, T.5
  • 15
    • 80054979844 scopus 로고    scopus 로고
    • Bioavailability and inter-conversion of sulforaphane and erucin in human subjects consuming broccoli sprouts or broccoli supplement in a cross-over study design
    • 1:CAS:528:DC%2BC3MXht1WqtLnN
    • Clarke JD, Hsu A, Riedl K, Bella D, Schwartz SJ, Stevens JF, Ho E (2011) Bioavailability and inter-conversion of sulforaphane and erucin in human subjects consuming broccoli sprouts or broccoli supplement in a cross-over study design. Pharmacol Res 64:456-463
    • (2011) Pharmacol Res , vol.64 , pp. 456-463
    • Clarke, J.D.1    Hsu, A.2    Riedl, K.3    Bella, D.4    Schwartz, S.J.5    Stevens, J.F.6    Ho, E.7
  • 16
    • 84870657743 scopus 로고    scopus 로고
    • Isothiocyanate concentrations and interconversion of sulforaphane to erucin in human subjects after consumption of commercial frozen broccoli compared to fresh broccoli
    • 1:CAS:528:DC%2BC38XhsFyjsrjF
    • Saha S, Hollands W, Teucher B, Needs PW, Narbad A, Ortori CA, Barrett DA, Rossiter JT, Mithen RF, Kroon PA (2012) Isothiocyanate concentrations and interconversion of sulforaphane to erucin in human subjects after consumption of commercial frozen broccoli compared to fresh broccoli. Mol Nutr Food Res 56:1906-1916
    • (2012) Mol Nutr Food Res , vol.56 , pp. 1906-1916
    • Saha, S.1    Hollands, W.2    Teucher, B.3    Needs, P.W.4    Narbad, A.5    Ortori, C.A.6    Barrett, D.A.7    Rossiter, J.T.8    Mithen, R.F.9    Kroon, P.A.10
  • 20
    • 84871813251 scopus 로고    scopus 로고
    • Sulforaphane and erucin, natural isothiocyanates from broccoli, inhibit bacterial quorum sensing
    • 1:CAS:528:DC%2BC38XhvVynu7fM
    • Ganin H, Rayo J, Amara N, Levy N, Krief P, Meijler MM (2013) Sulforaphane and erucin, natural isothiocyanates from broccoli, inhibit bacterial quorum sensing. Med Chem Commun 4:175-179
    • (2013) Med Chem Commun , vol.4 , pp. 175-179
    • Ganin, H.1    Rayo, J.2    Amara, N.3    Levy, N.4    Krief, P.5    Meijler, M.M.6
  • 21
    • 0030219693 scopus 로고    scopus 로고
    • Quantitative determination of isothiocyanates, dithiocarbamates, carbon disulfide, and related thiocarbonyl compounds by cyclocondensation with 1,2-benzenedithiol
    • 1:CAS:528:DyaK28XltVemsL0%3D
    • Zhang Y, Wade KL, Prestera T, Talalay P (1996) Quantitative determination of isothiocyanates, dithiocarbamates, carbon disulfide, and related thiocarbonyl compounds by cyclocondensation with 1,2-benzenedithiol. Anal Biochem 239:160-167
    • (1996) Anal Biochem , vol.239 , pp. 160-167
    • Zhang, Y.1    Wade, K.L.2    Prestera, T.3    Talalay, P.4
  • 22
    • 0034928041 scopus 로고    scopus 로고
    • Chemoprotective glucosinolates and isothiocyanates of broccoli sprouts: Metabolism and excretion in humans
    • 1:CAS:528:DC%2BD3MXktlClu7k%3D
    • Shapiro TA, Fahey JW, Wade KL, Stephenson KK, Talalay P (2001) Chemoprotective glucosinolates and isothiocyanates of broccoli sprouts: metabolism and excretion in humans. Cancer Epidemiol Biomarkers Prev 10:501-508
    • (2001) Cancer Epidemiol Biomarkers Prev , vol.10 , pp. 501-508
    • Shapiro, T.A.1    Fahey, J.W.2    Wade, K.L.3    Stephenson, K.K.4    Talalay, P.5
  • 23
    • 0036135910 scopus 로고    scopus 로고
    • Quantitative determination of dithiocarbamates in human plasma, serum, erythrocytes and urine: Pharmacokinetics of broccoli sprout isothiocyanates in humans
    • 1:CAS:528:DC%2BD3MXpt1amsLs%3D
    • Ye L, Dinkova-Kostova AT, Wade KL, Zhang Y, Shapiro TA, Talalay P (2002) Quantitative determination of dithiocarbamates in human plasma, serum, erythrocytes and urine: pharmacokinetics of broccoli sprout isothiocyanates in humans. Clin Chim Acta 316:43-353
    • (2002) Clin Chim Acta , vol.316 , pp. 43-353
    • Ye, L.1    Dinkova-Kostova, A.T.2    Wade, K.L.3    Zhang, Y.4    Shapiro, T.A.5    Talalay, P.6
  • 24
    • 79951939298 scopus 로고    scopus 로고
    • Sulforaphane absorption and excretion following ingestion of a semi-purified broccoli powder rich in glucoraphanin and broccoli sprouts in healthy men
    • 1:CAS:528:DC%2BC3MXitFGlurk%3D
    • Cramer JM, Jeffery EH (2011) Sulforaphane absorption and excretion following ingestion of a semi-purified broccoli powder rich in glucoraphanin and broccoli sprouts in healthy men. Nutr Cancer 63:196-201
    • (2011) Nutr Cancer , vol.63 , pp. 196-201
    • Cramer, J.M.1    Jeffery, E.H.2
  • 26
    • 0038350923 scopus 로고    scopus 로고
    • Analysis of isothiocyanate mercapturic acids in urine: A biomarker for cruciferous vegetable intake
    • 1:CAS:528:DC%2BD3sXjtlWhu74%3D
    • Vermeulen M, van Rooijen HJ, Vaes WH (2003) Analysis of isothiocyanate mercapturic acids in urine: a biomarker for cruciferous vegetable intake. J Agric Food Chem 51:3554-3559
    • (2003) J Agric Food Chem , vol.51 , pp. 3554-3559
    • Vermeulen, M.1    Van Rooijen, H.J.2    Vaes, W.H.3
  • 28
    • 33746772684 scopus 로고    scopus 로고
    • Simultaneous determination of sulforaphane and its major metabolites from biological matrices with liquid chromatography-tandem mass spectroscopy
    • 1:CAS:528:DC%2BD28XotFyksLw%3D
    • Agrawal S, Winnik B, Buckley B, Mi L, Chung FL, Cook TJ (2006) Simultaneous determination of sulforaphane and its major metabolites from biological matrices with liquid chromatography-tandem mass spectroscopy. J Chromatogr B Anal Technol Biomed Life Sci 840:99-107
    • (2006) J Chromatogr B Anal Technol Biomed Life Sci , vol.840 , pp. 99-107
    • Agrawal, S.1    Winnik, B.2    Buckley, B.3    Mi, L.4    Chung, F.L.5    Cook, T.J.6
  • 29
    • 55949104371 scopus 로고    scopus 로고
    • Quantification of sulforaphane mercapturic acid pathway conjugates in human urine by high-performance liquid chromatography and isotope-dilution tandem mass spectrometry
    • 1:CAS:528:DC%2BD1cXhtVaru7nJ
    • Egner PA, Kensler TW, Chen JG, Gange SJ, Groopman JD, Friesen MD (2008) Quantification of sulforaphane mercapturic acid pathway conjugates in human urine by high-performance liquid chromatography and isotope-dilution tandem mass spectrometry. Chem Res Toxicol 21:1991-1996
    • (2008) Chem Res Toxicol , vol.21 , pp. 1991-1996
    • Egner, P.A.1    Kensler, T.W.2    Chen, J.G.3    Gange, S.J.4    Groopman, J.D.5    Friesen, M.D.6
  • 31
    • 79961130966 scopus 로고    scopus 로고
    • LC-MS/MS quantification of sulforaphane and indole-3-carbinol metabolites in human plasma and urine after dietary intake of selenium-fortified broccoli
    • Hauder J, Winkler S, Bub A, Rufer CE, Pignitter M, Somoza V (2001) LC-MS/MS quantification of sulforaphane and indole-3-carbinol metabolites in human plasma and urine after dietary intake of selenium-fortified broccoli. J Agric Food Chem 59:8047-8057
    • (2001) J Agric Food Chem , vol.59 , pp. 8047-8057
    • Hauder, J.1    Winkler, S.2    Bub, A.3    Rufer, C.E.4    Pignitter, M.5    Somoza, V.6
  • 32
    • 84889011357 scopus 로고    scopus 로고
    • Kinetics of sulforaphane in mice after consumption of sulforaphane-enriched broccoli sprout preparation
    • 1:CAS:528:DC%2BC3sXht1CgsbzM
    • Li Y, Zhang T, Li X, Zou P, Schwartz SJ, Sun D (2013) Kinetics of sulforaphane in mice after consumption of sulforaphane-enriched broccoli sprout preparation. Mol Nutr Food Res 57:2128-2136
    • (2013) Mol Nutr Food Res , vol.57 , pp. 2128-2136
    • Li, Y.1    Zhang, T.2    Li, X.3    Zou, P.4    Schwartz, S.J.5    Sun, D.6
  • 34
    • 0003484310 scopus 로고    scopus 로고
    • U.S. Department of Health and Human Service, Food and Drug Administration, Center for Drug Evaluation and Research (CDER), Center for Vetenery Medicine (CVM), May 2001, BP. Available on the internet at
    • Guidance for Industry: Bioanalytical Method Validation. U.S. Department of Health and Human Service, Food and Drug Administration, Center for Drug Evaluation and Research (CDER), Center for Vetenery Medicine (CVM), May 2001, BP. Available on the internet at http://www.fda.gov/downloads/Drugs/Guidances/ucm070107.pdf
    • Guidance for Industry: Bioanalytical Method Validation
  • 37
    • 84883557031 scopus 로고    scopus 로고
    • Determination of benzyl isothiocyanate metabolites in human plasma and urine by LC-ESI-MS/MS after ingestion of nasturtium (Tropaeolum majus L.)
    • 1:CAS:528:DC%2BC3sXhtFWjt7bJ
    • Platz S, Kühn C, Schiess S, Schreiner M, Mewis I, Kemper M, Pfeiffer A, Rohn S (2013) Determination of benzyl isothiocyanate metabolites in human plasma and urine by LC-ESI-MS/MS after ingestion of nasturtium (Tropaeolum majus L.). Anal Bioanal Chem 405:7427-7736
    • (2013) Anal Bioanal Chem , vol.405 , pp. 7427-7736
    • Platz, S.1    Kühn, C.2    Schiess, S.3    Schreiner, M.4    Mewis, I.5    Kemper, M.6    Pfeiffer, A.7    Rohn, S.8


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.