Display Settings:

Format

Send to:

Choose Destination
We are sorry, but NCBI web applications do not support your browser and may not function properly. More information
    Naturwissenschaften. 2002 Jul;89(7):308-10.

    2-Nitroethenylbenzenes as natural products in millipede defense secretions.

    Source

    Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Japan. kuwa34@kais.kyoto-u.ac.jp

    Abstract

    The white millipede Eucondylodesmus elegans Miyosi (Polydesmida: Doratodesmidae) secretes odoriferous droplets from the glands on both lateral surfaces of its body segments. The secretion was shown to be composed of a mixture of (1E)- and (1Z)-2-nitroethenylbenzenes (2-3 microg per millipede), identified by GC/MS analyses and synthesis. This is the first identification of these compounds as natural products. A granulated sugar block baited with the synthetic compound (more than 0.71 microg) demonstrated repellent activity against foraging wild ants, indicating that the compound functioned as a defense substance against potential predators. alpha,beta,2,3,4,5,6-d7-(1E)-2-Nitroethenylbenzene was detected by GC/MS analysis in the millipede secretion after feeding with alpha,beta,beta,2,3,4,5,6-d8-L-phenylalanine, indicating that L-phenylalanine is the precursor of these compounds.

    PMID:
    12216861
    [PubMed - indexed for MEDLINE]

      Supplemental Content

      Icon for Springer

      Save items

      Recent activity

      Your browsing activity is empty.

      Activity recording is turned off.

      Turn recording back on

      See more...
      Write to the Help Desk