Polyzonimine: A novel terpenoid insect repellent produced by a milliped

Science. 1975 May 16;188(4189):734-6. doi: 10.1126/science.1124395.

Abstract

A nitrogen-containing terpene 6,6-dimethyl-2-azaspiro[4.4]non-1-ene (polyzonimine) was isolated from the defensive secretion of the milliped Polyzonium rosalbum. Polyzonimine, which is repellent to such natural enemies of the milliped as ants, acts as a topical irritant to insects (10-4 M induces scratching in cockroaches). Its structure was confirmed by a five-step synthesis starting from 2,2-dimethyl-7-oxabicyclo[4.1.0]heptane.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Ants
  • Arthropods / metabolism*
  • Arthropods / ultrastructure
  • Cockroaches
  • Insect Repellents*
  • Microscopy, Electron, Scanning
  • Terpenes / isolation & purification
  • Terpenes / pharmacology*

Substances

  • Insect Repellents
  • Terpenes