Pheromonal and kairomonal activities can be separated: synthesis and bioactivity studies of pine bast scale sex pheromones and their analogues.

New syntheses were achieved to secure matsuone (1), the pheromone of the pine scale Matsucoccus matsumurae, that of M. feytaudi (2), and that of M. josephi (3). Five analogues (4-8) of 1, 2, and 3 were synthesized and their bioactivities studied. The pheromone analogue 7 showed relatively strong pheromonal activity toward M. josephi, while it was inactive as a kairomone toward the predator Elatophilus hebraicus. Similarly, analogue 8 acted as a pheromone for M. feytaudi, but it did not attract any of its local predators. The M. feytaudi pheromone 2 exhibited strong kairomonal activity toward E. hebraicus, but was not active as a pheromone mimic to attract M. josephi.