RESUMEN
The sex pheromone of the monophagous Acrobasis nuxvorella Neunzig (Lepidoptera: Pyralidae) was reported as (9E,11Z)-hexadecadienal (9E,11Z-16:Ald) (Biorg. Med. Chem. 4: 331-339, 1996), and it has since been an effective integrated pest management (IPM) tool for monitoring this pest in the United States, but not in Mexico. Field and laboratory studies were conducted to confirm that the species in Mexico was indeed A. nuxvorella and to investigate the pheromone chemistry of the Mexican populations of this species. Initial field trials testing compounds structurally related to the known pheromone component, and blends thereof, indicated that a 100 microg:100 microg blend of (9E,11Z)-hexadecadien-1-yl acetate (9E,11Z-16:Ac):9E,11Z-16:Ald in rubber septa was effective in attracting male moths in Mexico. Coupled gas chromatography-electroantennogram analyses confirmed the presence of these compounds in extracts of pheromone glands of females, and antennae of male moths also responded to the alcohol analog (9E,11Z)-hexadecadien-1-ol (9E,11Z-16:OH). Subsequent field trials of various blends of these three compounds in Mexico showed that 1) both the acetate and aldehyde components were required for optimal attraction of male moths of the Mexican populations, and 2) addition of the alcohol suppressed attraction of males in a dose-dependent manner. Tests with the 1:1 9E,11Z-16:Ac:9E,11Z-16:Ald blend at various sites in the United States showed that this blend attracted some moths, but that moths attracted to 9E,11Z-16:Ald alone were predominant in the population. Furthermore, in preliminary studies the latter seemed not to respond to the blend. These findings indicate that there are two pheromone types of the pecan nut casebearer, and they have major implications for the direct use of these pheromones in pecan IPM.
Asunto(s)
Mariposas Nocturnas/fisiología , Feromonas/fisiología , Animales , México , Control de Plagas/métodos , Control Biológico de Vectores/métodos , Feromonas/síntesis química , Feromonas/química , Estados UnidosRESUMEN
Several studies have shown intraspecific geographical variation in the composition of sex pheromones. Pheromone lures from North America and Europe were not effective against the fall armyworm Spodoptera frugiperda (Smith, 1797) (Lepidoptera: Noctuidae) in Brazil, so we examined the composition of the sex pheromone produced by females from Brazilian populations. Virgin female gland extracts contained (Z)-7-dodecenyl acetate (Z7-12:Ac), (E)-7-dodecenyl acetate (E7-12:Ac), dodecyl acetate, (Z)-9-dodecenyl acetate, (Z)-9-tetradecenyl acetate (Z9-14:Ac), (Z)-10-tetradecenyl acetate, tetradecyl acetate/(Z)-11-tetradecenyl acetate (Z11-16:Ac), and (Z)-11-hexadecenyl acetate. The relative proportions of each acetate were 0.8:1.2:0.6:traces:82.8:0.3:1.5:12.9, respectively. This is the first time that E7-12:Ac has been reported from the pheromone gland of S. frugiperda. Only three compounds, Z9-14:Ac, Z7-12:Ac, and E7-12:Ac, elicited antennal responses, and there were no differences in catch between traps baited with either Z7-12:Ac + Z9-14:Ac or Z7-12:Ac + Z9-14:Ac + Z11-16:Ac blends. However, the Z7-12:Ac + Z9-14:Ac + E7-12:Ac blend was significantly better than Z7-12:Ac + Z9-14:Ac, indicating that E7-12:Ac is an active component in the sex pheromone of the Brazilian populations of S. frugiperda.
Asunto(s)
Atractivos Sexuales/aislamiento & purificación , Spodoptera/química , Animales , Brasil , Cromatografía de Gases , Electrofisiología , Femenino , Masculino , Atractivos Sexuales/síntesis química , Atractivos Sexuales/químicaRESUMEN
Comparative gas chromatographic analyses of airborne volatiles produced by males and females of the sugarcane weevil Sphenophorus levis, showed one male-specific compound. Gas chromatography-mass spectrometry data indicated an aliphatic alcohol that was identified as 2-methyl-4-octanol. Both optical isomers were synthesized in five steps by employing commercially available (R)- and (S)-2.2-dimethyl-1,3-dioxolane-4-methanol as starting material. Enantiomeric resolution by gas chromatography with a chiral column demonstrated that the natural alcohol possessed the S configuration. Preliminary indoor observations suggested that the alcohol elicited aggregation behavior among adults. The same compound has been previously described as an aggregation pheromone in several other curculionid species.