Sigillin A, a unique polychlorinated arthropod deterrent from the snow flea Ceratophysella sigillata

Schmidt, Dr. Werner; Schulze, Dr. T.M.; Brasse, Dr. G.; Nagrodzka, Dr. E.; Maczka, M.; Grunenberg, Prof. Dr. J.; Schulz, Prof. Dr. S.; Jones, Prof. Dr. P. G.; Zettel, Jürg; Hilker, Prof. Dr. M. (2015). Sigillin A, a unique polychlorinated arthropod deterrent from the snow flea Ceratophysella sigillata. Angewandte Chemie (International ed.), 54(26), pp. 7698-7702. Wiley-VCH 10.1002/anie.201501719

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The 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.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Other Institutions > Emeriti, Faculty of Science

UniBE Contributor:

Zettel, Jürg

ISSN:

1433-7851

Publisher:

Wiley-VCH

Language:

English

Submitter:

Alexander Strauss

Date Deposited:

17 Nov 2016 11:19

Last Modified:

17 Nov 2016 11:19

Publisher DOI:

10.1002/anie.201501719

BORIS DOI:

10.7892/boris.88813

URI:

https://boris.unibe.ch/id/eprint/88813

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