M. Riba et al., Pheromone response inhibitors of the corn stalk borer Sesamia nonagrioides. Biological evaluation and toxicology, J CHEM ECOL, 27(9), 2001, pp. 1879-1897
The behavioral activity of some trifluoromethyl ketones (TFMKs) as inhibito
rs of the pheromone activity of the corn stalk borer Sesamia nonagrioides (
Lef.) (Lepidoptera: Noctuidae) is reported. The most closely-related analog
ue to the pheromone tested. (Z)-11-hexadecenyl trifluoromethyl ketone (Z11-
16:TFMK), elicited a significant decrease in the number of male catches in
traps baited with mixtures with the pheromone in 1:1 and 10:1 ratios in com
parison to the pheromone alone. The E isomer of the analogue as well as two
highly hydrated ketones, 3-octylthio-1,1,1-trifluoropropan-2-one (OTFP) an
d 1,1-difluoropentadecyl trifluoromethyl ketone. were inactive. Conversely,
the saturated TFMKs n-dodecyl trifluoromethyl ketone and, particularly, n-
hexadecyl trifluoromethyl ketone induced a synergistic effect when mixed wi
th the synthetic pheromone in 10: 1 ratio. However, in a wind tunnel these
chemicals did not elicit any differential effect on flying moths attracted
to a source containing a 10: 1 blend of the analogue and the pheromone. In
a dual choice bioassay with two dispensers, containing the pheromone alone,
and mixtures of Z11-16:TFMK and the pheromone and separated 5 cm apart, ma
les showed no particular preference for either dispenser. The ketone mixtur
e, however, induced moths to execute erratic flights with frequent crosswin
d counter-turns and intersections with 1 lume boundaries. The total number
of contacts with the source were reduced hen a control dispenser was paired
with a dispenser containing Z11-16:TFMK and pheromone. Z11-16:TFMK and OTF
P showed little toxicity on mice with a LD50 of 1 g/kg after the 6th day of
treatment. For comparitive purposes, the major component of the pheromone,
Z11-16:Ac, displayed a LD50 of 5 g/kg 6 days after application. Our result
s provide additional information about the activity of the TFMKs, which mig
ht be useful for the utilization of these chemicals in future pest control
studies.