Synthesis of [3,4,8-13C3]daidzein

Mark F Oldfield; Lirong Chen; Nigel Peter Botting

doi:10.1016/j.tet.2003.12.033

Synthesis of [3,4,8-¹³C₃]daidzein

Mark F Oldfield
, Lirong Chen
, Nigel Peter Botting

Research output: Contribution to journal › Article › peer-review

Abstract

The biological effects of the soy isoflavones have attracted considerable interest in recent years leading to numerous studies on dietary intake and epidemiology. Such studies require accurate and reproducible analytical methods. Herein we report the first synthesis of a multiply, C-13-labelled daidzein derivative, [3,4,8-C-13(3)]daidzein, which has been employed as an internal standard in LC-MS and GC-MS analysis. The synthesis includes an improved three-step method for the synthesis of [2-C-13]resorcinol as one building block. (C) 2003 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	1887-1893
Number of pages	7
Journal	Tetrahedron
Volume	60
Issue number	8
DOIs	https://doi.org/10.1016/j.tet.2003.12.033
Publication status	Published - 16 Feb 2004

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Keywords

daidzein
isoflavones
phytoestrogens
C-13-labelling
TIME-RESOLVED FLUOROIMMUNOASSAY
ELECTROSPRAY MASS-SPECTROMETRY
ISOTOPE-DILUTION
SOY ISOFLAVONES
LIQUID-CHROMATOGRAPHY
HUMAN URINE
PHYTO-ESTROGENS
HUMAN HEALTH
PHYTOESTROGENS
GENISTEIN

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Cite this

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title = "Synthesis of [3,4,8-13C3]daidzein",

abstract = "The biological effects of the soy isoflavones have attracted considerable interest in recent years leading to numerous studies on dietary intake and epidemiology. Such studies require accurate and reproducible analytical methods. Herein we report the first synthesis of a multiply, C-13-labelled daidzein derivative, [3,4,8-C-13(3)]daidzein, which has been employed as an internal standard in LC-MS and GC-MS analysis. The synthesis includes an improved three-step method for the synthesis of [2-C-13]resorcinol as one building block. (C) 2003 Elsevier Ltd. All rights reserved.",

keywords = "daidzein, isoflavones, phytoestrogens, C-13-labelling, TIME-RESOLVED FLUOROIMMUNOASSAY, ELECTROSPRAY MASS-SPECTROMETRY, ISOTOPE-DILUTION, SOY ISOFLAVONES, LIQUID-CHROMATOGRAPHY, HUMAN URINE, PHYTO-ESTROGENS, HUMAN HEALTH, PHYTOESTROGENS, GENISTEIN",

author = "Oldfield, \{Mark F\} and Lirong Chen and Botting, \{Nigel Peter\}",

year = "2004",

month = feb,

day = "16",

doi = "10.1016/j.tet.2003.12.033",

language = "English",

volume = "60",

pages = "1887--1893",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier",

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T1 - Synthesis of [3,4,8-13C3]daidzein

AU - Oldfield, Mark F

AU - Chen, Lirong

AU - Botting, Nigel Peter

PY - 2004/2/16

Y1 - 2004/2/16

N2 - The biological effects of the soy isoflavones have attracted considerable interest in recent years leading to numerous studies on dietary intake and epidemiology. Such studies require accurate and reproducible analytical methods. Herein we report the first synthesis of a multiply, C-13-labelled daidzein derivative, [3,4,8-C-13(3)]daidzein, which has been employed as an internal standard in LC-MS and GC-MS analysis. The synthesis includes an improved three-step method for the synthesis of [2-C-13]resorcinol as one building block. (C) 2003 Elsevier Ltd. All rights reserved.

AB - The biological effects of the soy isoflavones have attracted considerable interest in recent years leading to numerous studies on dietary intake and epidemiology. Such studies require accurate and reproducible analytical methods. Herein we report the first synthesis of a multiply, C-13-labelled daidzein derivative, [3,4,8-C-13(3)]daidzein, which has been employed as an internal standard in LC-MS and GC-MS analysis. The synthesis includes an improved three-step method for the synthesis of [2-C-13]resorcinol as one building block. (C) 2003 Elsevier Ltd. All rights reserved.

KW - daidzein

KW - isoflavones

KW - phytoestrogens

KW - C-13-labelling

KW - TIME-RESOLVED FLUOROIMMUNOASSAY

KW - ELECTROSPRAY MASS-SPECTROMETRY

KW - ISOTOPE-DILUTION

KW - SOY ISOFLAVONES

KW - LIQUID-CHROMATOGRAPHY

KW - HUMAN URINE

KW - PHYTO-ESTROGENS

KW - HUMAN HEALTH

KW - PHYTOESTROGENS

KW - GENISTEIN

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M3 - Article

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JO - Tetrahedron

JF - Tetrahedron

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