Chemistry:Terphenylquinones

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Terphenylquinones are fungal dyes from the group of phenyl-substituted p-benzoquinones having the following general structure.[1]

Allgemeine chemische Struktur von Terphenylchinonen

General chemical structure of terphenylquinones

Also derivatives with a central o-benzoquinone structure are known.

Biosynthesis

The biosynthesis of terphenylquinones is carried out by dimerization of substituted oxophenylpropanoic acids (phenylpyruvic acids).

Occurrence

Terphenylquinones are typical constituents of the Boletales.

Examples

Name Structure CAS-Nr. Origin
Polyporic acid Polyporsäure 548-59-4 Polypore of the order Aphyllophorales, lichen Yarrumia coronata[2]
Atromentin Atromentin 519-67-5 Paxillus atrotomentosus (Basidiomycota)[3]
Aurantiacin Aurantiacin 548-32-3 Hydnellum aurantiacum (Basidiomycota)[4]
Phlebiarubron Phlebiarubron 7204-23-1 Cultures of Phlebia strigosozonata and Punctularia atropurpurascens (Basidiomycota)[5]
Spiromentin B Spiromentin B 121254-56-6 Tapinella atrotomentosa (Basidiomycota) and cultures of Tapinella panuoides[6]

See also

References

  1. (in German) RÖMPP Lexikon Naturstoffe, 1. Auflage, 1997 (1. ed.), Stuttgart: Georg Thieme Verlag, 1997, p. 638, ISBN 3-13-749901-1, https://books.google.com/books?id=w4uZAwAAQBAJ&pg=PA638 
  2. Entry on Polyporsäure. at: Römpp Online. Georg Thieme Verlag, retrieved 3. September 2019.
  3. Entry on Atromentin. at: Römpp Online. Georg Thieme Verlag, retrieved 3. September 2019.
  4. Entry on Aurantiacin. at: Römpp Online. Georg Thieme Verlag, retrieved 3. September 2019.
  5. Entry on Phlebiarubron. at: Römpp Online. Georg Thieme Verlag, retrieved 3. September 2019.
  6. Entry on Spiromentine. at: Römpp Online. Georg Thieme Verlag, retrieved 3. September 2019.