Improved synthesis methods of standards used for quantitative determination of total isothiocyanates from broccoli in human urine

Mette Kristensen; Kirstine Suszkiewicz Krogholm; Hanne Frederiksen; Fritz Duus; Claus Cornett; Susanne H. Bügel; Salka E. Rasmussen

doi:10.1016/j.jchromb.2007.01.022

Improved synthesis methods of standards used for quantitative determination of total isothiocyanates from broccoli in human urine

Mette Kristensen, Kirstine Suszkiewicz Krogholm, Hanne Frederiksen, Fritz Duus, Claus Cornett, Susanne H. Bügel, Salka E. Rasmussen

National Food Institute

Research output: Contribution to journal › Journal article › Research › peer-review

Abstract

A well-known method for quantification of isothiocyanates (ITCs) and their metabolites is the condensation reaction with 1,2-benzenedithiole to produce 1,3-benzodithiole-2-thione, which can be quantified by high-performance liquid chromatography. Standards of an ITC metabolite and 1,3-benzodithiole-2-thione are required for this assay but are not commercially available. In the present study, we report on an improved synthesis of the ITC metabolite N-acetyl-S-(N-4-methylsulfinylbutylthiocarbamoyl)-L-cysteine and 1,3-benzodithiole-2-thione. The standards were used to quantify the urinary excretion of ITCs from 10 healthy subjects who consumed 350 g broccoli. The excretion was investigated throughout 48 h showing a cumulative urinary ITC excretion of 49.1 +/- 25.2% of the dose.

Original language	English
Journal	Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences
Volume	852
Issue number	1-2
Pages (from-to)	229-234
ISSN	1570-0232
DOIs	https://doi.org/10.1016/j.jchromb.2007.01.022
Publication status	Published - 2007

Keywords

biomarker
1,3-benzodithiole-2-thione
synthesis
N-acetyl-S-(N-4-methylsulfinylbutylthiocarbamoyl)-L-cysteine
isothiocyantes

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Kristensen, M., Krogholm, K. S., Frederiksen, H., Duus, F., Cornett, C., Bügel, S. H., & Rasmussen, S. E. (2007). Improved synthesis methods of standards used for quantitative determination of total isothiocyanates from broccoli in human urine. Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences, 852(1-2), 229-234. https://doi.org/10.1016/j.jchromb.2007.01.022

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title = "Improved synthesis methods of standards used for quantitative determination of total isothiocyanates from broccoli in human urine",

abstract = "A well-known method for quantification of isothiocyanates (ITCs) and their metabolites is the condensation reaction with 1,2-benzenedithiole to produce 1,3-benzodithiole-2-thione, which can be quantified by high-performance liquid chromatography. Standards of an ITC metabolite and 1,3-benzodithiole-2-thione are required for this assay but are not commercially available. In the present study, we report on an improved synthesis of the ITC metabolite N-acetyl-S-(N-4-methylsulfinylbutylthiocarbamoyl)-L-cysteine and 1,3-benzodithiole-2-thione. The standards were used to quantify the urinary excretion of ITCs from 10 healthy subjects who consumed 350 g broccoli. The excretion was investigated throughout 48 h showing a cumulative urinary ITC excretion of 49.1 +/- 25.2% of the dose.",

keywords = "biomarker, 1,3-benzodithiole-2-thione, synthesis, N-acetyl-S-(N-4-methylsulfinylbutylthiocarbamoyl)-L-cysteine, isothiocyantes",

author = "Mette Kristensen and Krogholm, {Kirstine Suszkiewicz} and Hanne Frederiksen and Fritz Duus and Claus Cornett and B{\"u}gel, {Susanne H.} and Rasmussen, {Salka E.}",

year = "2007",

doi = "10.1016/j.jchromb.2007.01.022",

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Kristensen, M, Krogholm, KS, Frederiksen, H, Duus, F, Cornett, C, Bügel, SH & Rasmussen, SE 2007, 'Improved synthesis methods of standards used for quantitative determination of total isothiocyanates from broccoli in human urine', Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences, vol. 852, no. 1-2, pp. 229-234. https://doi.org/10.1016/j.jchromb.2007.01.022

Improved synthesis methods of standards used for quantitative determination of total isothiocyanates from broccoli in human urine. / Kristensen, Mette; Krogholm, Kirstine Suszkiewicz; Frederiksen, Hanne et al.
In: Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences, Vol. 852, No. 1-2, 2007, p. 229-234.

Research output: Contribution to journal › Journal article › Research › peer-review

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T1 - Improved synthesis methods of standards used for quantitative determination of total isothiocyanates from broccoli in human urine

AU - Kristensen, Mette

AU - Krogholm, Kirstine Suszkiewicz

AU - Frederiksen, Hanne

AU - Duus, Fritz

AU - Cornett, Claus

AU - Bügel, Susanne H.

AU - Rasmussen, Salka E.

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N2 - A well-known method for quantification of isothiocyanates (ITCs) and their metabolites is the condensation reaction with 1,2-benzenedithiole to produce 1,3-benzodithiole-2-thione, which can be quantified by high-performance liquid chromatography. Standards of an ITC metabolite and 1,3-benzodithiole-2-thione are required for this assay but are not commercially available. In the present study, we report on an improved synthesis of the ITC metabolite N-acetyl-S-(N-4-methylsulfinylbutylthiocarbamoyl)-L-cysteine and 1,3-benzodithiole-2-thione. The standards were used to quantify the urinary excretion of ITCs from 10 healthy subjects who consumed 350 g broccoli. The excretion was investigated throughout 48 h showing a cumulative urinary ITC excretion of 49.1 +/- 25.2% of the dose.

AB - A well-known method for quantification of isothiocyanates (ITCs) and their metabolites is the condensation reaction with 1,2-benzenedithiole to produce 1,3-benzodithiole-2-thione, which can be quantified by high-performance liquid chromatography. Standards of an ITC metabolite and 1,3-benzodithiole-2-thione are required for this assay but are not commercially available. In the present study, we report on an improved synthesis of the ITC metabolite N-acetyl-S-(N-4-methylsulfinylbutylthiocarbamoyl)-L-cysteine and 1,3-benzodithiole-2-thione. The standards were used to quantify the urinary excretion of ITCs from 10 healthy subjects who consumed 350 g broccoli. The excretion was investigated throughout 48 h showing a cumulative urinary ITC excretion of 49.1 +/- 25.2% of the dose.

KW - biomarker

KW - 1,3-benzodithiole-2-thione

KW - synthesis

KW - N-acetyl-S-(N-4-methylsulfinylbutylthiocarbamoyl)-L-cysteine

KW - isothiocyantes

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

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

IS - 1-2

ER -

Improved synthesis methods of standards used for quantitative determination of total isothiocyanates from broccoli in human urine

Abstract

Keywords

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