Parectadial, a monoterpenoid from the defensive spray of Parectatosoma mocquerysi

J Nat Prod. 2007 Aug;70(8):1335-8. doi: 10.1021/np070151g. Epub 2007 Jul 28.


The defensive secretion of Parectatosoma mocquerysi, a walkingstick insect from Madagascar, was determined to contain glucose, water, and a new monoterpene, parectadial, (4S)-(3-oxoprop-1-en-2-yl)cyclohex-1-enecarbaldehyde. Here, we describe the elucidation of parectadial's molecular structure and absolute configuration via microsample NMR technology, GC-MS, CD, chiral GC-FID, and synthesis from enantiomerically pure (S)- and (R)-perillaldehyde. This work demonstrates the value of walkingstick insects as sources of new bioactive compounds and provides an analytical framework for identifying such substances.

Publication types

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

MeSH terms

  • Animals
  • Gas Chromatography-Mass Spectrometry
  • Insecta / chemistry*
  • Insecta / metabolism
  • Madagascar
  • Molecular Structure
  • Monoterpenes / chemistry
  • Monoterpenes / isolation & purification*
  • Monoterpenes / pharmacology*
  • Nuclear Magnetic Resonance, Biomolecular
  • Stereoisomerism


  • Monoterpenes
  • parectadial
  • perillaldehyde