Skip to main content
SLU publication database (SLUpub)

Abstract

12-epi-Hapalindole J isonitrile (1) and three previously described hapalindoles, 12-epi-hapalindole C isonitrile (2), hapalindole L (3) and 12-epi-hapalindole E isonitrile (4) were isolated and identified as insecticidal alkaloids of the biofilm-forming freshwater cyanobacterium Fischerella ATCC 43239 (Stigonematales). The structures of the purified compounds were elucidated by ESI-FTICR-MS, GC-EI-NIS and various 2D NMR experiments. At 26 mu M hapalindole 1 killed 100% of the larvae of the dipteran Chironomus riparius within 48 h. Insecticidal activities were also found at similar concentration for the hapalindoles 2-4. The bioactivity of hapalindoles demonstrates that cyanobacterial biofilms can be considered as promising sources of insecticidal metabolites which might be useful for the biocontrol of dipterans. (C) 2007 Elsevier Ltd. All rights reserved.

Keywords

fischerella sp.; cyanobacteria; Chironomus riparius; Bioassay-guided isolation; insecticidal activity; indole alkaloid; hapalindole

Published in

Phytochemistry
2007, volume: 68, number: 19, pages: 2493-2497
Publisher: PERGAMON-ELSEVIER SCIENCE LTD

SLU Authors

UKÄ Subject classification

Organic Chemistry

Publication identifier

  • DOI: https://doi.org/10.1016/j.phytochem.2007.06.024

Permanent link to this page (URI)

https://res.slu.se/id/publ/16741