• Media type: E-Article
  • Title: Sigillin A, a Unique Polychlorinated Arthropod Deterrent from the Snow Flea Ceratophysella sigillata
  • Contributor: Schmidt, Witali; Schulze, Thies M.; Brasse, Gregor; Nagrodzka, Edyta; Maczka, Michael; Zettel, Jürg; Jones, Peter G.; Grunenberg, Jörg; Hilker, Monika; Trauer‐Kizilelma, Ute; Braun, Ute; Schulz, Stefan
  • Published: Wiley, 2015
  • Published in: Angewandte Chemie International Edition, 54 (2015) 26, Seite 7698-7702
  • Language: English
  • DOI: 10.1002/anie.201501719
  • ISSN: 1433-7851; 1521-3773
  • Origination:
  • Footnote:
  • Description: AbstractThe snow flea Ceratophysella sigillata, a winter‐active species of springtail, produces unique polychlorinated octahydroisocoumarins to repel predators. The structure of the major compound, sigillin A, was elucidated through isolation, spectroscopic analysis, and X‐ray crystallography. Sigillin A showed high repellent activity in a bioassay with predatory ants. A promising approach for the total synthesis of members of this new class of natural compounds was also developed.