Inside Cover: Optimization of the Antioxidant Activity of Hydroxy-Substituted 4-Thiaflavanes: A Proof-of-Concept Study (Chem. Eur. J. 44/2011)

Authors

  • Dr. Caterina Viglianisi,

    1. Dipartimento di Chimica “Ugo Schiff”, Polo Scientifico e Tecnologico Università di Firenze, Via della Lastruccia 3–13, 50019 Sesto Fiorentino (Italy), Fax: (+39) 055-4573531
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  • Dr. Maria Grazia Bartolozzi,

    1. Dipartimento di Chimica “Ugo Schiff”, Polo Scientifico e Tecnologico Università di Firenze, Via della Lastruccia 3–13, 50019 Sesto Fiorentino (Italy), Fax: (+39) 055-4573531
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  • Prof. Gian Franco Pedulli,

    1. Dipartimento di Chimica Organica “A. Mangini”, Università di Bologna, Via S. Giacomo 11, 40126 Bologna (Italy), Fax: (+39) 051-2095688
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  • Dr. Riccardo Amorati,

    Corresponding author
    1. Dipartimento di Chimica Organica “A. Mangini”, Università di Bologna, Via S. Giacomo 11, 40126 Bologna (Italy), Fax: (+39) 051-2095688
    • Dipartimento di Chimica Organica “A. Mangini”, Università di Bologna, Via S. Giacomo 11, 40126 Bologna (Italy), Fax: (+39) 051-2095688
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  • Prof. Stefano Menichetti

    Corresponding author
    1. Dipartimento di Chimica “Ugo Schiff”, Polo Scientifico e Tecnologico Università di Firenze, Via della Lastruccia 3–13, 50019 Sesto Fiorentino (Italy), Fax: (+39) 055-4573531
    • Dipartimento di Chimica “Ugo Schiff”, Polo Scientifico e Tecnologico Università di Firenze, Via della Lastruccia 3–13, 50019 Sesto Fiorentino (Italy), Fax: (+39) 055-4573531
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Abstract

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A new family of phenolic antioxidants in which the reactive phenolic group is ortho to the sulfur atom of a 4-thiaflavane moiety has been prepared. The rate constants for the reaction with peroxyl radicals measured for these compounds, as well as the bond dissociation energies of the ArO[BOND]H bond, are very similar to those measured for α-tocopherol, the main component of vitamin E. In their Full Paper on page 12396 ff., S. Menichetti, R. Amorati et al. describe how the stereoelectronic features triggered by the sulfur atom have been exploited to design this new class of compounds.

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