The female sex pheromone of sugarcane stalk borer,Chilo auricilius identification of four components and field tests

Abstract

Four pheromonal components have been detected in ovipositor washings and volatiles from female sugarcane stalk borers,Chilo auricilius Dudgeon (Lepidoptera: Pyralidae), using combined gas chromatography-electroantennography. The components have been identified as (I) (Z)-7-do-decenyl acetate, (II) (Z)-8-tridecenyl acetate, (III) (Z)-9-tetradecenyl acetate, and (IV) (Z)-10-pentadecenyl acetate by comparison of their gas chromatographic behavior with that of synthetic standards. In field tests carried out in northern India during 1982-1984, a combination of II, III, and IV in their naturally occurring ratio (8∶4∶1) was shown to provide a highly attractive synthetic source for trap use. (Z)-7-Dodecenyl acetate was found to reduce catches of maleC. auricilius, both when dispensed with the other three components and when released from dispensers surrounding a trap baited with the other three components.

Sensory biology of Chilo spp. with specific reference to C. partellus

“…When similar field work was done at the ICIPE Mbita Point Field Station in East Africa (unpublished data), the aldehyde component was apparently not as effective in attracting males to the trap as it did in India. Similarly males of C. auricilius were found to respond best to three components of a sex pheromone blend (Nesbitt et al, 1986). As is the case in other Chilo species, the effective sex pheromone of C. partellus is likely to be a blend of different components.…”

Lepidopteran Sex Pheromones

“…Identification of 9,12-tetradecadienyl (9,(12)(13)(14) compounds began with studies on two cosmopolitan pests of stored products, the almond moth (Cadra cautella, Pyralidae: Phycitinae) and the Indian meal moth (Plodia interpunctella, Phycitinae) [38,39]. This 9,12-14 structure has been reported from another 13 Pyralidae (only in Phycitinae) species and 11 Noctuidae species (9 species in Amphipyrinae, and 1 species each in Hadeninae and Plusiinae).…”

“…56 T. Ando et al The straight chain is dominantly formed with even-numbered carbons because the Type I compounds are derived de novo via general saturated fatty acids such as palmitic acid (16:Acid) and stearic acid (18:Acid). However, exceptions do exist as pheromone components with an odd number chain have been determined from six species: E4,Z7-13:OAc and E4,Z7,Z10-13:OAc from P. operculella, [11], E4-13:OAc from the tomato pinworm (Keiferia lycopersicella, Gelechiidae) [12], E3-13:OAc from the tobacco stem borer (Scrobipalpa heliopa, Gelechiidae) [13], Z8-13:OAc and Z10-15:OAc from the sugarcane stalk borer (Chilo auricilius, Pyralidae: Crambinae) [14], E8,Z10-15:OAc and E9-15:OAc from the cranberry fruitworm (Acrobasis vaccinii, Pyralidae: Phycitinae) [15], and Z11-17:OAc from the cabbage armyworm (Mamestra brassicae, Noctuidae: Hadeninae) [16]. Figure 3A shows the location of the double-bond relative to a functional group of the Type I monoenyl components.…”

Synthesis and Characterization of 3,13- and 2,13-Octadecadienyl Compounds for Identification of the Sex Pheromone Secreted by a Clearwing Moth,Nokona pernix

“…This result coincides with the behaviors of monoenyl compounds, viz., 3-dodecenyl acetate eluted faster than 2-dodecenyl acetate. 16) On the former polar column, four geometrical isomers of each compound were separable except for the (Z,Z)-and (E,E)-isomers of 2,13-18:OAc.…”

“…Dienyl compounds with (E)-double bond(s) at the 3 and/or 13-positions eluted faster than those with (Z)-double bond(s), but an opposite effect was observed for the configuration at the 2-position of 2,13-18:OAc, as reported for monoenyl compounds. 16) When the (E)-13-double bond changed the configuration, KI values measured on the DB-23 column were universally increased by about 20. Conversion of the configuration at the 2-or 3-position caused different effects on the KI values depending on a functional group at the terminal position.…”