Effects of riboflavin photosensitization on daidzein and its photosensitized derivatives

Chan Uk Park; Ju Dong Yeo; Min Hee Park; Jin Byung Park; Jae Hwan Lee

doi:10.1111/j.1750-3841.2010.01803.x

Effects of riboflavin photosensitization on daidzein and its photosensitized derivatives

Chan Uk Park, Ju Dong Yeo, Min Hee Park, Jin Byung Park, Jae Hwan Lee

Department of Food Science & Biotechnology

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

8 Scopus citations

Abstract

Photosensitized compounds from daidzein were studied in a riboflavin model system under visible light irradiation by high-performance liquid chromatography (HPLC). As the period of light irradiation increased, concentration of daidzein decreased significantly (P < 0.05) and new peaks of daidzein derivatives were observed and changed during photosensitization. Three new peaks from photosensitized daidzein were tentatively identified as 7-, 3′,4′-trihydroxyisoflavone (or 3′-hydroxydaidzein) and 2 dimmers of daidzein by a combination of HPLC-mass spectrometry (MS) and retention times of standard compounds by HPLC. Addition of sodium azide and removal of headspace oxygen treatment affected the formation of newly formed peaks. The type I pathway of riboflavin photosensitization played more important roles than type II pathways on the formation of daidzein derivatives.

Original language	English
Pages (from-to)	C659-C666
Journal	Journal of Food Science
Volume	75
Issue number	8
DOIs	https://doi.org/10.1111/j.1750-3841.2010.01803.x
State	Published - Oct 2010

Keywords

Daidzein
Photosensitized products
Riboflavin
Singlet oxygen

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title = "Effects of riboflavin photosensitization on daidzein and its photosensitized derivatives",

abstract = "Photosensitized compounds from daidzein were studied in a riboflavin model system under visible light irradiation by high-performance liquid chromatography (HPLC). As the period of light irradiation increased, concentration of daidzein decreased significantly (P < 0.05) and new peaks of daidzein derivatives were observed and changed during photosensitization. Three new peaks from photosensitized daidzein were tentatively identified as 7-, 3′,4′-trihydroxyisoflavone (or 3′-hydroxydaidzein) and 2 dimmers of daidzein by a combination of HPLC-mass spectrometry (MS) and retention times of standard compounds by HPLC. Addition of sodium azide and removal of headspace oxygen treatment affected the formation of newly formed peaks. The type I pathway of riboflavin photosensitization played more important roles than type II pathways on the formation of daidzein derivatives.",

keywords = "Daidzein, Photosensitized products, Riboflavin, Singlet oxygen",

author = "Park, {Chan Uk} and Yeo, {Ju Dong} and Park, {Min Hee} and Park, {Jin Byung} and Lee, {Jae Hwan}",

year = "2010",

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doi = "10.1111/j.1750-3841.2010.01803.x",

language = "English",

volume = "75",

pages = "C659--C666",

journal = "Journal of Food Science",

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T1 - Effects of riboflavin photosensitization on daidzein and its photosensitized derivatives

AU - Park, Chan Uk

AU - Yeo, Ju Dong

AU - Park, Min Hee

AU - Park, Jin Byung

AU - Lee, Jae Hwan

PY - 2010/10

Y1 - 2010/10

N2 - Photosensitized compounds from daidzein were studied in a riboflavin model system under visible light irradiation by high-performance liquid chromatography (HPLC). As the period of light irradiation increased, concentration of daidzein decreased significantly (P < 0.05) and new peaks of daidzein derivatives were observed and changed during photosensitization. Three new peaks from photosensitized daidzein were tentatively identified as 7-, 3′,4′-trihydroxyisoflavone (or 3′-hydroxydaidzein) and 2 dimmers of daidzein by a combination of HPLC-mass spectrometry (MS) and retention times of standard compounds by HPLC. Addition of sodium azide and removal of headspace oxygen treatment affected the formation of newly formed peaks. The type I pathway of riboflavin photosensitization played more important roles than type II pathways on the formation of daidzein derivatives.

AB - Photosensitized compounds from daidzein were studied in a riboflavin model system under visible light irradiation by high-performance liquid chromatography (HPLC). As the period of light irradiation increased, concentration of daidzein decreased significantly (P < 0.05) and new peaks of daidzein derivatives were observed and changed during photosensitization. Three new peaks from photosensitized daidzein were tentatively identified as 7-, 3′,4′-trihydroxyisoflavone (or 3′-hydroxydaidzein) and 2 dimmers of daidzein by a combination of HPLC-mass spectrometry (MS) and retention times of standard compounds by HPLC. Addition of sodium azide and removal of headspace oxygen treatment affected the formation of newly formed peaks. The type I pathway of riboflavin photosensitization played more important roles than type II pathways on the formation of daidzein derivatives.

KW - Daidzein

KW - Photosensitized products

KW - Riboflavin

KW - Singlet oxygen

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IS - 8

ER -

Effects of riboflavin photosensitization on daidzein and its photosensitized derivatives

Abstract

Keywords

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