Dg. James et al., IDENTIFICATION, SYNTHESIS, AND BIOACTIVITY OF A MALE-PRODUCED AGGREGATION PHEROMONE IN ASSASSIN BUG, PRISTHESANCUS-PLAGIPENNIS (HEMIPTERA, REDUVIIDAE), Journal of chemical ecology, 20(12), 1994, pp. 3281-3295
Pristhesancus plagipennis, a large Australian assassin bug, possesses
three pairs of dorsal abdominal glands (DAGs). In the male, the anteri
or and posterior glands are hypertrophied and secrete an attractant ph
eromone. Gas chromatography-mass spectrometry (GC-MS) analyses of male
DAG extracts and airborne volatiles emitted from calling males showed
the pheromone signature to be dominated by a novel component. Subsequ
ent chemical manipulations, GC-MS, and chiral-column analyses establis
hed its identity as (Z)-3-hexenyl (R)-2-hydroxy-3-methylbutyrate. Mino
r components included 3-methylbutanol, 2-phenylethanol, (Z)-3-hexenol,
decanal, (E)-2-hexenoic acid, and three minor hexenyl esters. Bioacti
vity studies using laboratory olfactometers and outdoor flight cages d
emonstrated attraction by female P. plagipennis to calling males, hept
ane extracts of male posterior DAGs and a synthetic formulation of the
(Z)R enantiomer of the major ester, alone or in combination with othe
r components of male anterior and posterior DAGs. Males were also attr
acted to the major ester. The racemate and S enantiomer of the ester w
ere not attractive. Contamination of the (Z)R enantiomer with 30-60% o
f the E isomer also made the compound nonattractive. This is the first
report of an aggregation pheromone in the Reduviidae. The prospects f
or pheromonal manipulation of P. plagipennis populations to enhance th
e value of this predator in horticultural ecosystems, are discussed.