Synthesis and Structural Identification of a Biaryl Ether-Linked Zearalenone Dimer

Julia Keller; Luisa Hantschke; Hajo Haase; Matthias Koch

doi:10.3390/molecules23102624

Synthesis and Structural Identification of a Biaryl Ether-Linked Zearalenone Dimer

Molecules. 2018 Oct 12;23(10):2624. doi: 10.3390/molecules23102624.

Authors

Julia Keller¹, Luisa Hantschke², Hajo Haase³, Matthias Koch⁴

Affiliations

¹ Department Analytical Chemistry, Reference Materials, Bundesanstalt für Materialforschung und -prüfung (BAM), Richard-Willstätter-Straße 11, 12489 Berlin, Germany. [email protected].
² Department Analytical Chemistry, Reference Materials, Bundesanstalt für Materialforschung und -prüfung (BAM), Richard-Willstätter-Straße 11, 12489 Berlin, Germany. [email protected].
³ Department of Food Chemistry and Toxicology, Technische Universität Berlin, Gustav-Meyer-Allee 25, 13355 Berlin, Germany. [email protected].
⁴ Department Analytical Chemistry, Reference Materials, Bundesanstalt für Materialforschung und -prüfung (BAM), Richard-Willstätter-Straße 11, 12489 Berlin, Germany. [email protected].

Abstract

A new dimer of the food-relevant mycotoxin zearalenone was isolated after electrochemical and chemical oxidation. The structure was determined as a 16-O-15'-biaryl ether-linked dimer based on spectroscopic analyses (¹H- and ¹³C-NMR, COSY, HMBC, and HSQCAD) and high-resolution mass spectrometry analysis (Q-TOF).

Keywords: HRMS; NMR; dimerization; mycotoxin.

MeSH terms

Cerium / chemistry*
Dimerization
Ethers / chemistry*
Hydroxylation
Magnetic Resonance Spectroscopy
Mass Spectrometry
Molecular Structure
Sulfates / chemistry*
Zearalenone / chemical synthesis*
Zearalenone / chemistry

Substances

Ethers
Sulfates
cerium sulfate
Cerium
Zearalenone