Beilstein Journal of Organic Chemistry (Jul 2017)

A new member of the fusaricidin family – structure elucidation and synthesis of fusaricidin E

  • Marcel Reimann,
  • Louis P. Sandjo,
  • Luis Antelo,
  • Eckhard Thines,
  • Isabella Siepe,
  • Till Opatz

DOI
https://doi.org/10.3762/bjoc.13.140
Journal volume & issue
Vol. 13, no. 1
pp. 1430 – 1438

Abstract

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Two hitherto unknown fusaricidins were obtained from fermentation broths of three Paenibacillus strains. After structure elucidation based on tandem mass spectrometry and NMR spectroscopy, fusaricidin E was synthesized to confirm the structure and the suggested stereochemistry. The synthesis was based on a new strategy which includes an efficient access to the 15-guanidino-3-hydroxypentadecanoyl (GHPD) side chain from erucamide.

Keywords