Pheromones of two arctiid moths (Creatonotos transiens andC. gangis)

1986 ◽  
Vol 12 (2) ◽  
pp. 385-409 ◽  
Author(s):  
Thomas W. Bell ◽  
Jerrold Meinwald
1990 ◽  
Vol 45 (7-8) ◽  
pp. 881-894 ◽  
Author(s):  
Eva von Nickisch-Rosenegk ◽  
Dietrich Schneider ◽  
Michael Wink

Abstract The processing of dietary pyrrolizidine alkaloids by larvae and adults of the arctiid moth Creatonotos transiens was studied in time-course experiments: In larvae, pyrrolizidine alkaloid uptake is quickly followed by the transformation of the alkaloids into their N-oxides. Further- more, if 7 S-heliotrine is applied, a stereochemical inversion of the hydroxyl group at C 7 to 7 R-heliotrine can be observed within 48 h of feeding. The rate of this biotransformation is substantially higher in males which use the 7 R-form later as a precursor for the biosynthesis of 7 R-hydroxydanaidal, a pheromone. The resorbed pyrrolizidine alkaloids are deposited in the integument within 48 h, where they remain stored during the larval, pupal and partly also the imaginal stages. Virtually no alkaloids are lost during ecdysis. Some pyrrolizidine alkaloids can be recovered from the meconium which is released at eclosion by the imagines especially when disturbed. In the adults pyrrolizidine alkaloids are processed in different ways by the two sexes: In females, about 50-80% of total alkaloids are transferred from the integument to the ovaries and the eggs within 2 - 3 days after eclosion. If females mate with alkaloid-rich males they additionally receive with the spermatophore up to 290 jig pyrrolizidine alkaloid, which are further translocated to the eggs. A biparental endowment of eggs with acquired defence alkaloids is thus achieved. In males, 30-50% of pyrrolizidine alkaloids remain in the integu- ment; about 10 - 30% are transferred to the scent organ, the corema, where they are converted into 7 R-hydroxydanaidal. Another part (about 40%) is passed to the spermatophore. In the laboratory experiments, the sizes of the coremata and their respective 7 R-hydroxydanaidal contents are strongly dependent on the availability of dietary pyrrolizidine alkaloids during L6 and especially L7 stages. In the L7 stage even short-term feeding (4-6 h) on Senecio jaco- haea is sufficient to induce large coremata.


1990 ◽  
Vol 45 (1-2) ◽  
pp. 115-120 ◽  
Author(s):  
A. Egelhaaf ◽  
K. Cölln ◽  
B. Schmitz ◽  
M. Buck ◽  
M. Wink ◽  
...  

Abstract Larvae of the arctiid moth Creatonotos transiens obtained each 5 mg of heliotrine, a pyrrolizidine alkaloid, via an artificial diet. 7 S-H eliotrine is converted into its enantiomer, 7 R1-heliotrine, and some minor metabolites, such as callimorphine. 7 S- and 7 R-heliotrine are present in the insect predominantly (more than 97%) as their N-oxides. The distribution of heliotrine in the organs and tissues of larvae, prepupae, pupae and imagines was analyzed by capillary gas-liquid chromatography. A large proportion of the alkaloid is stored in the integument of all developmental stages, where it probably serves as a chemical defence compound against predators. Female imagines had transferred substantial amounts of heliotrine to their ovaries and subsequently to their eggs; males partly directed it to their pheromone biosynthesis.


1988 ◽  
Vol 43 (9-10) ◽  
pp. 737-741 ◽  
Author(s):  
M. Wink ◽  
D. Schneider ◽  
L. Witte

Abstract In larvae and later developmental stages of Creatonotos transiens, which had been reared on the pyrrolizidine alkaloid 7S-heliotrine, a new major metabolite was detected by capillary GLC. The structure of this metabolite was determined by GLC-MS (EI, CI-MS) and 13C NMR to be 7Rheliotrine and 7R-heliotrine-N-oxide. 7R-Heliotrine is likely to be the direct precursor for the pheromone R( - )-hydroxydanaidal.


1984 ◽  
Vol 40 (7) ◽  
pp. 713-714 ◽  
Author(s):  
T. W. Bell ◽  
M. Boppré ◽  
D. Schneider ◽  
J. Meinwald

1993 ◽  
Vol 71 (3) ◽  
pp. 657-660
Author(s):  
I. Meierhofer

The neuroanatomy of the supraoesophageal ganglion and suboesophageal ganglion of larval Creatonotos transiens (Lepidoptera: Arctiidae) was investigated to obtain a three-dimensional model of the brain. Central projections of antennal and maxillary sensory structures were traced using methods of cobalt diffusion. The majority of antennal axons project to the larval antennal centre in the supraoesophageal ganglion, whereas the major region to which the maxillary inputs project lies within the suboesophageal ganglion.


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