Pinnarine, another member of the halichlorine family. Isolation and preparation from pinnaic acid

Shu Xu, Hideaki Yoshimura, Norihito Maru, Osamu Ohno, Hirokazu Arimoto, Daisuke Uemura

    Research output: Contribution to journalArticlepeer-review

    9 Citations (Scopus)

    Abstract

    Pinnarine (1), a new macrocyclic alkaloid, was isolated from the black marine sponge Halichondria okadai. The structure was elucidated on the basis of 2D NMR and comparison with the spectra of the co-isolated known halichlorine. Further confirmation of the structure and the absolute configuration was validated by a synthetic method from authentic pinnaic acid and CD analysis. The isolation of pinnarine also suggested a biogenetic pathway from pinnaic acid to halichlorine. (Chemical Equation Presented).

    Original languageEnglish
    Pages (from-to)1323-1326
    Number of pages4
    JournalJournal of Natural Products
    Volume74
    Issue number5
    DOIs
    Publication statusPublished - 2011 May 27

    ASJC Scopus subject areas

    • Analytical Chemistry
    • Molecular Medicine
    • Pharmacology
    • Pharmaceutical Science
    • Drug Discovery
    • Complementary and alternative medicine
    • Organic Chemistry

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