Viburspiran, an antifungal member of the octadride class of maleic anhydride natural products

Muhammad Saleem, Hidayat Hussain, Ishtiaq Ahmed, Siegfried Draeger, Barbara Schulz, Kathrin Meier, Michael Steinert, Gennaro Pescitelli, T. Kurtán, Ulrich Flörke, Karsten Krohn

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

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 single-crystal X-ray analysis. The absolute configuration was established 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. Viburspiran (8), the first representative of a new class of eight-membered maleicanhydride natural products, named octadrides, was isolated from the fungal endophyte Cryptosporiopsis sp. The structure was confirmed by single-crystal X-ray analysis and the absolute configuration established by TDDFT CD calculations. Viburspiran (8) exhibited antifungal activity against Botrytis cinerea and Microbotryum violaceum.

Original languageEnglish
Pages (from-to)808-812
Number of pages5
JournalEuropean Journal of Organic Chemistry
Issue number4
DOIs
Publication statusPublished - Feb 2011

Fingerprint

Maleic Anhydrides
anhydrides
Biological Products
Endophytes
Botrytis
X ray analysis
products
X-Rays
Single crystals
single crystals
configurations
x rays
solid state
Geometry
geometry

Keywords

  • Circular dichroism
  • Cryptosporiopsis sp.
  • Density functional calculations
  • Natural products
  • Octadride maleic anhydides

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry

Cite this

Saleem, M., Hussain, H., Ahmed, I., Draeger, S., Schulz, B., Meier, K., ... Krohn, K. (2011). Viburspiran, an antifungal member of the octadride class of maleic anhydride natural products. European Journal of Organic Chemistry, (4), 808-812. https://doi.org/10.1002/ejoc.201001324

Viburspiran, an antifungal member of the octadride class of maleic anhydride natural products. / Saleem, Muhammad; Hussain, Hidayat; Ahmed, Ishtiaq; Draeger, Siegfried; Schulz, Barbara; Meier, Kathrin; Steinert, Michael; Pescitelli, Gennaro; Kurtán, T.; Flörke, Ulrich; Krohn, Karsten.

In: European Journal of Organic Chemistry, No. 4, 02.2011, p. 808-812.

Research output: Contribution to journalArticle

Saleem, M, Hussain, H, Ahmed, I, Draeger, S, Schulz, B, Meier, K, Steinert, M, Pescitelli, G, Kurtán, T, Flörke, U & Krohn, K 2011, 'Viburspiran, an antifungal member of the octadride class of maleic anhydride natural products', European Journal of Organic Chemistry, no. 4, pp. 808-812. https://doi.org/10.1002/ejoc.201001324
Saleem, Muhammad ; Hussain, Hidayat ; Ahmed, Ishtiaq ; Draeger, Siegfried ; Schulz, Barbara ; Meier, Kathrin ; Steinert, Michael ; Pescitelli, Gennaro ; Kurtán, T. ; Flörke, Ulrich ; Krohn, Karsten. / Viburspiran, an antifungal member of the octadride class of maleic anhydride natural products. In: European Journal of Organic Chemistry. 2011 ; No. 4. pp. 808-812.
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