Flutter-stimulating Activities on Male Eri-Silk Moths,Philosamia cynthia ricini, of Four Geometric Isomers of 4,9-Tetradecadienyl Formate

Synthesis of (6Z,10Z,12E)-6,10,12-Hexadecatrienal, a Compound with a Similar Structure to the Eri-Silk Moth Pheromone

“…2, 8 and 9 showed no attraction toward male eri-silk moths in a fluttering test. This result showed that the structural tolerance for attractant activity is not as high as was expected, despite the fact that all the geoisomers of 6,11-hexadecadienaP) and of 4,9-tetradecadienyl formate 8 ) were sufficiently active (the limited effective concentration in the fluttering test was 10-3 -10-4 mg/ml), and it seems that the relative position of the double bonds in the molecule is intrinsically important for the appearance of biological activity.…”

Pheromone Evaluation of Four Geometric Isomers of 4,11-Hexadecadienal toward Male Eri-Silk Moths

“…In the course of our study on the sex pheromone of the eri-silk moth, Samia cynthia ricini, we have already synthesized four geometric isomers of 6,II-hexadecadienaI 2 ) and 4,9-tetradecadienyl formate, 3) and found that each of these compounds was fully active as pheromone mimic to the male eri-silk moth in a fluttering test. Thereafter, the structure of the natural pheromone from the female moths was elucidated to be (4E,6E,IIZ)-4,6,II-hexadecatrienal,4) which contains the 6,II-diene and aldehyde structure in the C 16 carbon chain common to the foregoing pheromone mimics.…”