• Biosynthesis of 9-phenylphenalenones in plants of the family Haemodoraceae: possibly biomimetic synthesis of lachnanthocarpone by an intramolecular Diels-Alder reaction

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    • Keywords


      9-phenylphenalenones; pigments of haemodoraceous plants; biomimetic synthesis; intramolecular Diels-Alder reaction; natural 1,7-diarylheptanoids

    • Abstract


      All species of higher plants of the familyHaemodoraceae which have been available for study so far contain pigments derived from 9-phenylphenalenone a type of compound not found in any other living organism. Study of the highly unusual biosynthesis—possibly related to that of the fairly numerous plant constituents related to 1,7-diarylheptane—suggested a convenient, possibly biomimetic total synthesis of lachnanthocarpone, one of the pigments from the haemodoraceousLachnanthes tinctoria. This synthesis involves an intramolecular Diels-Alder reaction of an intermediate 1,7-diarylheptanoid very closely related to a natural compound of this class.

    • Author Affiliations


      Ulrich Weiss1

      1. Laboratory of Chemical Physics, National Institute of Arthritis, Diabetes and Digestive and Kidney Diseases, National Institute of Health, Bethesda, Maryland - 20205, USA
    • Dates

  • Journal of Chemical Sciences | News

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