Published January 1, 2011 | Version v1

Viburspiran, an Antifungal Member of the Octadride Class of Maleic Anhydride Natural Products

  • 1. Univ Paderborn, Dept Chem, D-33098 Paderborn, Germany
  • 2. Tech Univ Carolo Wilhelmina Braunschweig, Inst Microbiol, D-31806 Braunschweig, Germany
  • 3. Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy
  • 4. Univ Debrecen, Dept Organ Chem, H-4010 Debrecen, Hungary

Description

Viburspiran (8), a structurally new member of the maleic anhydride natural products, was isolated, along with seven known compounds 9-15, from the fungal endophyte Cryptosporiopsis sp. The structure of the new compound was elucidated by spectroscopic methods and confirmed by singlecrystal X-ray analysis. The absolute configuration was estab-lished by TDDFT CD calculations by using the solid-state structure for input geometry. Viburspiran (8) is the first representative of a new class of eight-membered maleic anhydride natural products, named octadrides and exhibited antifungal activity against Botrytis cinerea and Microbotryum violaceum.

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