Delitschiapyrone A, a Pyrone–Naphthalenone Adduct Bearing a New Pentacyclic Ring System from the Leaf-Associated Fungus Delitschia sp. FL1581

نویسندگان

  • Jian-Guang Luo
  • Xiao-Bing Wang
  • Ya-Ming Xu
  • Jana M. U’Ren
  • A. Elizabeth Arnold
  • Ling-Yi Kong
  • A. A. Leslie Gunatilaka
چکیده

Delitschiapyrone A (1), an α-pyrone-naphthalenone adduct with an unprecedented pentacyclic ring system, was isolated from a solid culture of the leaf-associated fungus Delitschia sp. FL1581. The structure of 1 was elucidated by spectroscopic analysis and X-ray crystallography, and its absolute configuration was defined by experimental and calculated ECD. Biosynthetically, the unique 6/6/5/7/6 pentacyclic core of 1 may be formed by an intermolecular Diels-Alder-type addition of the precursors derived from (1'R)-2',3'-dihydropyrenocine C (2) and 6-ethyl-2,7-dimethoxyjuglone (3) found to co-occur with 1 in this fungus.

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عنوان ژورنال:

دوره 16  شماره 

صفحات  -

تاریخ انتشار 2014