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Expanding the Rubterolone Family:Intrinsic Reactivity and Directed Diversification of PKS-derived Pyrans

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  • معلومة اضافية
    • Publisher Information:
      2018
    • نبذة مختصرة :
      We characterized two key biosynthetic intermediates of the intriguing rubterolone family (tropolone alkaloids) that contain a highly reactive pyran moiety (in equilibrium with the hydrolyzed 1,5-dione form) and undergo spontaneous pyridine formation in the presence of primary amines. We exploited the intrinsic reactivity of the pyran moiety and isolated several new rubterolone derivatives, two of which contain a unique thiazolidine moiety. Three rubterolone derivatives were chemically modified with fluorescence and biotin tags using peptide coupling and click reaction. Overall, eight derivatives were fully characterized by HRMS/MS and 1D and 2D NMR spectroscopy and their antimicrobial, cytotoxic, anti-inflammatory and antiparasitic activities evaluated.
    • الموضوع:
      Biosynthetic pathway; Chemical probes; Natural products; Polyketides; Tropolone alkaloids; article
    • Availability:
      Open access content. Open access content
      info:eu-repo/semantics/closedAccess
    • Note:
      English
    • Other Numbers:
      DAV oai:pure.atira.dk:publications/5d0a0a69-e335-4af0-98db-9f77c08dd181
      1322714649
    • Contributing Source:
      UNIV OF COPENHAGEN
      From OAIster®, provided by the OCLC Cooperative.
    • الرقم المعرف:
      edsoai.on1322714649
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