Complexation of zearalenone and zearalenols with native and modified β-cyclodextrins

Journal of Inclusion Phenomena and Macrocyclic Chemistry volume 64, pages331–340(2009)Cite this article

Abstract

The complexation of the oestrogenic mycotoxin zearalenone (ZEN) and its metabolites α- and β-zearalenol (ZOLs) with native β-cyclodextrins (β-CD) and modified hydroxypropyl-β-CD and dimethyl-β-CD was studied by fluorescence spectroscopy, nuclear magnetic resonance spectroscopy and electrospray-mass spectrometry. The formation of the inclusion complex was confirmed by NMR studies of zearalenone:β-CD solution. NMR, ESI-MS and fluorescence data are in agreement with the formation of a 1:1 complex between zearalenone and β-CD, characterized by the deep insertion of the phenolic moiety inside the cavity of the CD from its secondary side. The complexes formed between the guests and native β-CD are characterized by high stability constants (>104), as measured by fluorescence titrations.

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Affiliations

  1. Department of Organic and Industrial Chemistry, University of Parma, Viale G.P. Usberti 17/A, 43100, Parma, Italy

    C. Dall’Asta, A. Faccini, G. Galaverna, R. Corradini, A. Dossena & R. Marchelli

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  1. C. Dall’Asta
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  2. A. Faccini
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  3. G. Galaverna
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  4. R. Corradini
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  5. A. Dossena
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  6. R. Marchelli
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Correspondence to G. Galaverna.

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Dall’Asta, C., Faccini, A., Galaverna, G. et al. Complexation of zearalenone and zearalenols with native and modified β-cyclodextrins. J Incl Phenom Macrocycl Chem 64, 331–340 (2009). https://doi.org/10.1007/s10847-009-9572-3

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Keywords

  • Zearalenone
  • Zearalenols
  • Cyclodextrins
  • Inclusion complexes
  • Binding constants