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

Mette Kristensen; Kirstine S. Krogholm; Hanne Frederiksen; Fritz Duus; Claus Cornett; Susanne Gjedsted 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 S. Krogholm, Hanne Frederiksen, Fritz Duus, Claus Cornett, Susanne Gjedsted Bügel, Salka E. Rasmussen

11 Citationer (Scopus)

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 synthesisof 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.

Originalsprog	Engelsk
Tidsskrift	Journal of Chromatography - B
Vol/bind	852
Udgave nummer	1-2
Sider (fra-til)	229-234
Antal sider	6
ISSN	1570-0232
DOI	https://doi.org/10.1016/j.jchromb.2007.01.022
Status	Udgivet - 2007

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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 synthesisof 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 = "Former LIFE faculty, Isothiocyantes, Biomarker, Synthesis, 1,3-Benzodithiol e-2-thione, N-acetyl-S(N4-methylsulfinylbutythihocarbam oyl)4-cystione",

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

year = "2007",

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

language = "English",

volume = "852",

pages = "229--234",

journal = "Journal of Chromatography - B",

issn = "1570-0232",

publisher = "Elsevier",

number = "1-2",

}

TY - JOUR

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

AU - Kristensen, Mette

AU - Krogholm, Kirstine S.

AU - Frederiksen, Hanne

AU - Duus, Fritz

AU - Cornett, Claus

AU - Bügel, Susanne Gjedsted

AU - Rasmussen, Salka E.

PY - 2007

Y1 - 2007

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 synthesisof 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 synthesisof 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 - Former LIFE faculty

KW - Isothiocyantes

KW - Biomarker

KW - Synthesis

KW - 1,3-Benzodithiol e-2-thione

KW - N-acetyl-S(N4-methylsulfinylbutythihocarbam oyl)4-cystione

U2 - 10.1016/j.jchromb.2007.01.022

DO - 10.1016/j.jchromb.2007.01.022

M3 - Journal article

C2 - 17307405

SN - 1570-0232

VL - 852

SP - 229

EP - 234

JO - Journal of Chromatography - B

JF - Journal of Chromatography - B

IS - 1-2

ER -

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

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