1975] 
Smolanoff } Demange , Meinwald, & Eisner 
79 
be 2-methyl-3-methoxy-i ,4-benzoquinone and 2-methyl- 1,4-benzoqui- 
none. Gas-liquid chromatography indicated the presence of a third 
minor component, present as a shoulder on the downward side of the 
2-methyl- 1 ,4-benzoquinone peak. 
Individual milkings from males and females of the three species 
showed no qualitative sexual differences in quinone content, although 
the ratio of the two quinones in A. tumuliporus showed considerable 
individual variability. 
The two quinones here identified are the most common ones found 
in millipeds (references in Eisner et al., 1975 ). Fifteen spirostreptoid 
species have been previously studied. Of these, eight resemble Arch- 
ispirostreptus tumuliporus in that they produce both quinones ( Arch - 
ispirostreptus gigas , Cambala hubrichti, Collostreptus fulvus , Dora- 
togonus annulipes, Orthoporus flavior , O. punctilliger, Prionopetalum 
frundsbergi, P. tricuspis) (Eisner et al., 1975 ; Perisse and Salles, 
1970 ; Wood, 1974 ). One species resembles Peridontopyge conani 
and P. rubescens in that it produces 2-methyl-3-methoxy-i,4-benzo- 
quinone only ( Orthoporus conifer) (Eisner et al., 1965 ). Five spe- 
cies, including two other Peridontopyge , produce only 2-methyl- 1 , 4 - 
benzoquinone (Auglonopygus aculeatus, Peridontopyge aberrans, P. 
vachoni ', Spirostreptus multisulcatus, Rhapidostreptus ( Spirostreptus ) 
virgator ) (Barbier, 1959 ; Barbier and Lederer, 1957 ). One species 
produces the unsubstituted quinone, 1 ,4-benzoquinone ( Spirostreptus 
castaneus) (Barbier and Lederer, 1957 ). 
This study has been supported by grants AI-02908 from the Na- 
tional Institutes of Health and BMS-74- 15084 from the National 
Science Foundation. 
References Cited 
Barbier, M. 
1959. Separations de />-benzoquinones naturelles par chromatoplaques. 
J. Chromatography 2, 649-651. 
Barbier, M. and Lederer, E. 
1957. On the benzoquinones of the venom of three species of myria- 
pods. Biokhimya 22, 221-225. 
Eisner, T., Alsop, D., Hicks, K., and Meinwald, J. 
1975. Defensive secretions of millipeds. In “Arthropod Venoms” (S. 
Bettini, ed.). Springer Verlag (in press). 
Eisner, T., Hurst, J. J., Keeton, W. T., and Meinwald, Y. 
1965. Defense mechanisms of arthropods. XVI. Para-benzoquinones 
in the secretion of spirostreptoid millipeds. Ann. Ent. Soc. Amer , 
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