Nitrosopurines en route to potently cytotoxic asmarines

Kanny K. Wan, Kotaro Iwasaki, Jeffrey C. Umotoy, Dennis W. Wolan, Ryan A. Shenvi

    Research output: Contribution to journalArticlepeer-review

    14 Citations (Scopus)

    Abstract

    A nitrosopurine ene reaction easily assembles the asmarine pharmacophore and transmits remote stereochemistry to the diazepine-purine hetereocycle. This reaction generates potent cytotoxins which exceed the potency of asmarine A (1.2 μM IC50) and supersede the metabolites as useful leads for biological discovery.

    Original languageEnglish
    Pages (from-to)2410-2415
    Number of pages6
    JournalAngewandte Chemie - International Edition
    Volume54
    Issue number8
    DOIs
    Publication statusPublished - 2015 Feb 16

    Keywords

    • Alkaloids
    • Ene reaction
    • Natural products
    • Structure-activity relationships
    • Terpenoids

    ASJC Scopus subject areas

    • Catalysis
    • Chemistry(all)

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