Martin Lang - Structure and Absolute Configuration of the Fungal Ansabenzoquinone Rhizopogone

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  Publication Details (including relevant citation   information):

  Martin Lang, Erhard Jägers, Kurt Polborn, Wolfgang Steglich

  J. Nat. Prod. 2009, 72, 214-7


  The main pigment of the basidiomycete Rhizopogon pumilionus is   the [13]paracyclophane derivative rhizopogone. The structures of   rhizopogone and the accompanying 2-acetoxyrhizopogone were   determined by spectroscopic studies, including 1D and 2D NMR   measurements.

  The absolute configuration of rhizopogone was assigned by   comparison of its CD spectrum with that of structurally related   secotridentoquinone. The structures of rhizopogone and   tridentoquinone suggest a common biosynthesis originating from   2-geranylgeranyl-6-hydroxy-1,4-benzoquinone.

  This supports the close taxonomic relationship of the genera   Rhizopogon and Suillus (Boletales).

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