Analysis of alternariol and alternariol monomethyl ether in foodstuffs by molecularly imprinted solid-phase extraction and ultra-high-performance liquid chromatography tandem mass spectrometry

A Rico-Yuste; J Walravens; J L Urraca; R A G Abou-Hany; A B Descalzo; G Orellana; M Rychlik; S De Saeger; M C Moreno-Bondi

doi:10.1016/j.foodchem.2017.09.125

Analysis of alternariol and alternariol monomethyl ether in foodstuffs by molecularly imprinted solid-phase extraction and ultra-high-performance liquid chromatography tandem mass spectrometry

Food Chem. 2018 Mar 15:243:357-364. doi: 10.1016/j.foodchem.2017.09.125. Epub 2017 Sep 28.

Authors

A Rico-Yuste¹, J Walravens², J L Urraca³, R A G Abou-Hany⁴, A B Descalzo⁵, G Orellana⁶, M Rychlik⁷, S De Saeger⁸, M C Moreno-Bondi⁹

Affiliations

¹ Chemical Optosensors and Applied Photochemistry Group (GSOLFA), Department of Analytical Chemistry, Faculty of Chemistry, Complutense University of Madrid, 28040 Madrid, Spain. Electronic address: alberto.rico.yuste@ucm.es.
² Laboratory of Food Analysis, Department of Bioanalysis, Ghent University, Ottergemsesteenweg 460, BE-9000 Ghent, Belgium. Electronic address: Jeroen.Walravens@ugent.be.
³ Chemical Optosensors and Applied Photochemistry Group (GSOLFA), Department of Analytical Chemistry, Faculty of Chemistry, Complutense University of Madrid, 28040 Madrid, Spain; CEI Campus Moncloa, UCM-UPM, Avenida Complutense, s/n, ES-28040 Madrid, Spain. Electronic address: jurracar@ucm.es.
⁴ Chemical Optosensors and Applied Photochemistry Group (GSOLFA), Department of Organic Chemistry, Faculty of Chemistry, Complutense University of Madrid, 28040 Madrid, Spain. Electronic address: rahmaahm@quim.ucm.es.
⁵ Chemical Optosensors and Applied Photochemistry Group (GSOLFA), Department of Organic Chemistry, Faculty of Chemistry, Complutense University of Madrid, 28040 Madrid, Spain. Electronic address: ab.descalzo@quim.ucm.es.
⁶ Chemical Optosensors and Applied Photochemistry Group (GSOLFA), Department of Organic Chemistry, Faculty of Chemistry, Complutense University of Madrid, 28040 Madrid, Spain. Electronic address: orellana@quim.ucm.es.
⁷ Technische Universität München, Chair of Analytical Food Chemistry, Alte Akademie 10, DE-85354 Freising, Germany. Electronic address: michael.rychlik@tum.de.
⁸ Laboratory of Food Analysis, Department of Bioanalysis, Ghent University, Ottergemsesteenweg 460, BE-9000 Ghent, Belgium. Electronic address: Sarah.Desaeger@UGent.be.
⁹ Chemical Optosensors and Applied Photochemistry Group (GSOLFA), Department of Analytical Chemistry, Faculty of Chemistry, Complutense University of Madrid, 28040 Madrid, Spain. Electronic address: mcmbondi@ucm.es.

PMID: 29146349
DOI: 10.1016/j.foodchem.2017.09.125

Abstract

Molecularly imprinted porous polymer microspheres selective to Alternaria mycotoxins, alternariol (AOH) and alternariol monomethyl ether (AME), were synthesized and applied to the extraction of both mycotoxins in food samples. The polymer was prepared using 4-vinylpiridine (VIPY) and methacrylamide (MAM) as functional monomers, ethylene glycol dimethacrylate (EDMA) as cross-linker and 3,8,9-trihydroxy-6H-dibenzo[b,d]pyran-6-one (S2) as AOH surrogate template. A molecularly imprinted solid phase extraction (MISPE) method has been optimized for the selective isolation of the mycotoxins from aqueous samples coupled to HPLC with fluorescence (λ_ex=258nm; λ_em=440nm) or MS/MS analysis. The MISPE method was validated by UPLC-MS/MS for the determination of AOH and AME in tomato juice and sesame oil based on the European Commission Decision 2002/657/EC. Method performance was satisfactory with recoveries from 92.5% to 106.2% and limits of quantification within the 1.1-2.8µgkg^-1 range in both samples.

Keywords: Alternaria mycotoxins; Alternariol; Alternariol (PubChem CID: 5359485); Alternariol monomethyl ether; Alternariol monomethyl ether (PubChem CID: 5360741); MISPE; Molecularly imprinted polymers; UPLC–MS/MS.

MeSH terms

Chromatography, High Pressure Liquid / methods
Food Analysis / methods*
Food Contamination / analysis
Fruit and Vegetable Juices / analysis
Lactones / analysis*
Limit of Detection
Molecular Imaging
Mycotoxins / analysis*
Polymers / chemistry
Sesame Oil / analysis
Solanum lycopersicum
Solid Phase Extraction / instrumentation
Solid Phase Extraction / methods
Tandem Mass Spectrometry / methods

Substances

Lactones
Mycotoxins
Polymers
Sesame Oil
alternariol
alternariol monomethyl ether