The Synthesis and Biological Activity of Pyranonaphthoquione Derivatives from Streptomyces sp. and Their Related Substances

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  • Shimbashi Akiko
    Department of Chemistry, Faculty of Science and Technology, Keio University
  • Tsuchiya Ayako
    Department of Biosciences and Informatics, Faculty of Science and Technology, Keio University
  • Imoto Masaya
    Department of Biosciences and Informatics, Faculty of Science and Technology, Keio University
  • Nishiyama Shigeru
    Department of Chemistry, Faculty of Science and Technology, Keio University

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  • Synthesis and Biological Activity of Pyranonaphthoquione Derivatives from Streptomyces sp and Their Related Substances
  • The Synthesis and Biological Activity of Pyranonaphthoquione Derivatives from <i>Streptomyces</i> sp. and Their Related Substances

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Abstract

The total synthesis of a novel pyranonaphthoquinone (2) having Cdc25A phosphatase inhibitory activity is achieved. The key step in this synthetic pathway is the intramolecular Michael addition for construction of the pyran ring system. The inhibitory activity of several derivatives, readily obtained from synthetic intermediates of 2, is assessed. The resulting data indicates that the pyran ring moiety is not a crucial factor for the activity.

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