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Discovery of Inhibitors of the Wnt and Hedgehog Signaling Pathways through the Catalytic Enantioselective Synthesis of an Iridoid-Inspired Compound Collection

Authors

  • Dr. Hiroshi Takayama,

    1. Max-Planck-Institut für Molekulare Physiologie, Abteilung Chemische Biologie, Otto-Hahn-Strasse 11, 44227 Dortmund (Germany)
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  • Zhi-Jun Jia,

    1. Max-Planck-Institut für Molekulare Physiologie, Abteilung Chemische Biologie, Otto-Hahn-Strasse 11, 44227 Dortmund (Germany)
    2. Technische Universität Dortmund, Fakultät Chemie, Chemische Biologie, Otto-Hahn-Strasse 6, 44221 Dortmund (Germany)
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  • Lea Kremer,

    1. Max-Planck-Institut für Molekulare Physiologie, Abteilung Chemische Biologie, Otto-Hahn-Strasse 11, 44227 Dortmund (Germany)
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  • Jonathan O. Bauer,

    1. Technische Universität Dortmund, Fakultät Chemie, Anorganische Chemie, Otto-Hahn-Strasse 6, 44221 Dortmund (Germany)
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  • Prof. Dr. Carsten Strohmann,

    1. Technische Universität Dortmund, Fakultät Chemie, Anorganische Chemie, Otto-Hahn-Strasse 6, 44221 Dortmund (Germany)
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  • Dr. Slava Ziegler,

    1. Max-Planck-Institut für Molekulare Physiologie, Abteilung Chemische Biologie, Otto-Hahn-Strasse 11, 44227 Dortmund (Germany)
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  • Dr. Andrey P. Antonchick,

    Corresponding author
    1. Max-Planck-Institut für Molekulare Physiologie, Abteilung Chemische Biologie, Otto-Hahn-Strasse 11, 44227 Dortmund (Germany)
    2. Technische Universität Dortmund, Fakultät Chemie, Chemische Biologie, Otto-Hahn-Strasse 6, 44221 Dortmund (Germany)
    • Max-Planck-Institut für Molekulare Physiologie, Abteilung Chemische Biologie, Otto-Hahn-Strasse 11, 44227 Dortmund (Germany)

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  • Prof. Dr. Herbert Waldmann

    Corresponding author
    1. Max-Planck-Institut für Molekulare Physiologie, Abteilung Chemische Biologie, Otto-Hahn-Strasse 11, 44227 Dortmund (Germany)
    2. Technische Universität Dortmund, Fakultät Chemie, Chemische Biologie, Otto-Hahn-Strasse 6, 44221 Dortmund (Germany)
    • Max-Planck-Institut für Molekulare Physiologie, Abteilung Chemische Biologie, Otto-Hahn-Strasse 11, 44227 Dortmund (Germany)

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  • We acknowledge funding from the European Research Council through the Seventh Framework Programme of the European Union (FP7/2007–2013; ERC Grant No. 268309 to H.W.) J.O.B. thanks the Fonds der Chemischen Industrie for a fellowship. The Compound Management und Screening Center (COMAS), Dortmund is acknowledged for carrying out the screening and data analysis.

Abstract

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Cousins you can count on: An iridoid-inspired compound collection was synthesized efficiently by the resolution of cyclic enones in an asymmetric cycloaddition with azomethine ylides. The collection contained novel potent inhibitors of the Wnt and Hedgehog signaling pathways.

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