A Derivative Method with Free Radical Oxidation to Predict Resveratrol Metabolites by Tandem Mass Spectrometry

Wangta Liu; Yow-Ling Shiue; Yi-Reng Lin; Hugo You-Hsien Lin; Shih-Shin Liang

doi:10.2174/1573411011666150515233817

A Derivative Method with Free Radical Oxidation to Predict Resveratrol Metabolites by Tandem Mass Spectrometry

Curr Anal Chem. 2015 Oct;11(4):300-306. doi: 10.2174/1573411011666150515233817.

Authors

Wangta Liu¹, Yow-Ling Shiue², Yi-Reng Lin³, Hugo You-Hsien Lin⁴, Shih-Shin Liang⁵

Affiliations

¹ Department of Biotechnology, Kaohsiung Medical University, Kaohsiung,Taiwan;
² Institute of  Biomedical Science, National Sun Yat-Sen University, Kaohsiung,Taiwan;
³ Department of Biotechnology, Fooyin University, Kaohsiung,Taiwan;
⁴ Graduate Institute of Medicine, Kaohsiung Medical University, Kaohsiung,Taiwan;; Division of Nephrology, Department of Internal Medicine, Kaohsiung Medical University Hospital, Kaohsiung Medical University, Kaohsiung, Taiwan; 6Department of  Internal Medicine, Kaohsiung Municipal Ta-Tung Hospital, Kaohsiung Medical University, Kaohsiung, Taiwan; 7Center for Resources, Research and Development, Kaohsiung Medical University, Kaohsiung,Taiwan;
⁵ Department of Biotechnology, Kaohsiung Medical University, Kaohsiung,Taiwan;; Institute of  Biomedical Science, National Sun Yat-Sen University, Kaohsiung,Taiwan;;

Abstract

In this study, we demonstrated an oxidative method with free radical to generate 3,5,4'-trihydroxy-trans-stilbene (trans-resveratrol) metabolites and detect sequentially by an autosampler coupling with liquid chromatography electrospray ionization tandem mass spectrometer (LC-ESI-MS/MS). In this oxidative method, the free radical initiator, ammonium persulfate (APS), was placed in a sample bottle containing resveratrol to produce oxidative derivatives, and the reaction progress was tracked by autosampler sequencing. Resveratrol, a natural product with purported cancer preventative qualities, produces metabolites including dihydroresveratrol, 3,4'-dihydroxy-trans-stilbene, lunularin, resveratrol monosulfate, and dihydroresveratrol monosulfate by free radical oxidation. Using APS free radical, the concentrations of resveratrol derivatives differ as a function of time. Besides simple, convenient and time- and labor saving, the advantages of free radical oxidative method of its in situ generation of oxidative derivatives followed by LC-ESI-MS/MS can be utilized to evaluate different metabolites in various conditions.

Keywords: Free radical; ammonium persulfate (APS); liquid chromatography tandem mass spectrometry (LC–MS/MS); metabolite; multiple reaction monitoring (MRM); resveratrol.