Abstract

Mixtures of saturated and unsaturated 1-methoxyalkanes (alkyl methyl ethers, representing more than 45.4% of the millipede hexane extracts) were newly identified from the Thai polydesmid millipede, Orthomorpha communis, in addition to well-known polydesmid defense allomones (benzaldehyde, benzoyl cyanide, benzoic acid, mandelonitrile, and mandelonitrile benzoate) and phenolics (phenol, o- and p-cresol, 2-methoxyphenol, 2-methoxy-5-methylphenol and 3-methoxy-4-methylphenol). The major compound was 1-methoxy-n-hexadecane (32.9%), and the mixture might function as “raincoat compounds” for the species to keep off water penetration and also to prevent desiccation.

Highlights

  • Certain arthropods are well known to produce exocrine secretions which serve a variety of functions such as defense against predators[1], antimicrobial and antifungal activities[2], protection against moisture[3], and intraspecific information pheromones[4,5,6]

  • Using gas chromatography coupled with mass spectrometry (GC/MS) analysis of the species, we happened to detect a series of saturated and unsaturated wax-like components, other than the conventional mixtures derived from mandelonitrile

  • These wax-like components have not been reported in other millipedes, and our hypothesis is that they have a function similar to the “raincoat” found in the oribatid mite, Liacarus subterraneus (Acari: Oribatida)

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Summary

Introduction

Certain arthropods are well known to produce exocrine secretions which serve a variety of functions such as defense against predators[1], antimicrobial and antifungal activities[2], protection against moisture[3], and intraspecific information pheromones[4,5,6]. Polydesmida contains non-cyanogenic species, Eutrichodesmus elegans and E. armatus, whose defensive allomones have been identified as (Z)- and (E)2-nitroethenylbenzene and 2-nitroethylbenzene[15,16] Those nitro compounds are known to be derived from L-phenylalanine, the same precursor of mandelonitrile[15]. Using gas chromatography coupled with mass spectrometry (GC/MS) analysis of the species, we happened to detect a series of saturated and unsaturated wax-like components, other than the conventional mixtures derived from mandelonitrile These wax-like components have not been reported in other millipedes, and our hypothesis is that they have a function similar to the “raincoat” found in the oribatid mite, Liacarus subterraneus (Acari: Oribatida). The chemical structures of these saturated and unsaturated wax-like components was investigated

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