Phorbol Rearrangements

    Abstract

    An alternative procedure for isolation of 4β-phorbol from seeds of Croton tiglium has been developed, and an
    artifact containing a furan ring formed by rearrangement of 12,13,20-O-triacylated phorbol derivatives into (6bS,7R,8R,8aS)-2-
    (hydroxymethyl)-5,7,9,9-tetramethyl-3,7,8,9,9a,9b-hexahydrocyclopropa[3′,4′]benzo[1′,2′:3,4]cyclohepta[1,2-b]furan-6b,8,8atriol
    (8a) has been characterized. A mechanism involving an oxidative rearrangement and a decarboxylation for formation of the
    artifact is proposed.
    Original languageEnglish
    JournalJournal of Natural Products
    Volume81
    Issue number9
    Pages (from-to)2134-2137
    Number of pages4
    ISSN0163-3864
    DOIs
    Publication statusPublished - 28 Sept 2018

    Keywords

    • Former Faculty of Pharmaceutical Sciences

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