Polyzonimine: A Novel Terpenoid Insect Repellent Produced by a Milliped

Polyzonimine: A Novel Terpenoid Insect Repellent Produced by a Milliped

A nitrogen-containing terpene 6,6-dimethyl-2-azaspiro[4.4]non-l-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 induce...

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Veröffentlicht in:Science (American Association for the Advancement of Science) 1975-05, Vol.188 (4189), p.734-736
Hauptverfasser: Smolanoff, J., Kluge, A. F., Meinwald, J., McPhail, A., Miller, R. W., Hicks, Karen, Eisner, T.
Format: Artikel
Sprache:eng
Schlagworte:
Animals
Ants
Arthropods - metabolism
Arthropods - ultrastructure
B lymphocytes
Capillary tubes
Cells
Cockroaches
Imines
Insect Repellents
Microscopy, Electron, Scanning
Nymphs
Secretion
Spleen cells
Terpenes - isolation & purification
Terpenes - pharmacology
Worker insects
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Beschreibung
Zusammenfassung:A nitrogen-containing terpene 6,6-dimethyl-2-azaspiro[4.4]non-l-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.
ISSN:0036-8075
1095-9203
DOI:10.1126/science.1124395