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1.
J Chem Ecol ; 44(7-8): 631-636, 2018 Aug.
Article in English | MEDLINE | ID: mdl-30003401

ABSTRACT

Leucinodes orbonalis is one of the most damaging insect pests affecting eggplant in the Mekong Delta of Vietnam. While (E)-11-hexadecenyl acetate (E11-16:OAc) and its alcohol, (E)-11-hexadecenol (E11-16:OH), have been identified as major and minor sex pheromone components, respectively, few males were attracted to a blend of these compounds in Vietnamese fields. In order to utilize synthetic pheromone of L. orbonalis as a tool for sustainable pest management programs, we reexamined the pheromone of this species in order to search for other minor components. Gas chromatography-electroantennogram detection and gas chromatography/mass spectrometry analyses of abdominal tip extract revealed the presence of two electroantennogram-active compounds, E11-16:OAc and (3Z,6Z,9Z)-3,6,9-tricosatriene (Z3,Z6,Z9-23:H) in a ratio of 100:2. An extract of the abdomen and thorax showed an additional electroantennogram-active component, (3Z,6Z,9Z)-3,6,9-docosatriene (Z3,Z6,Z9-22:H), with the three compounds (E11-16:OAc, Z3,Z6,Z9-23:H and Z3,Z6,Z9-22:H) being present in a ratio of 100:45:1, indicating that the trienes were mainly present on the cuticular surface. In the field, traps baited with E11-16:OAc and the C23 triene, in a mix of 10:1, caught more male moths than traps baited with the acetate alone. A field evaluation of other polyunsaturated hydrocarbons showed that the C22 triene found in body extract also increased catches when added to the acetate, but no other hydrocarbons did. In contrast, to other studies with this moth, the addition of E11-16:OH to E11-16:OAc plus the C22 or C23 triene, resulted in decreased trap catches.


Subject(s)
Hydrocarbons/chemistry , Lepidoptera/physiology , Sex Attractants/chemistry , Solanum melongena/parasitology , Acetates/analysis , Animals , Arthropod Antennae/physiology , Female , Fruit/parasitology , Gas Chromatography-Mass Spectrometry , Hydrocarbons/analysis , Male , Polyenes/analysis , Sex Attractants/analysis , Sexual Behavior, Animal/physiology
2.
J Chem Ecol ; 40(6): 590-8, 2014 Jun.
Article in English | MEDLINE | ID: mdl-24879602

ABSTRACT

The sweet potato vine borer moth, Omphisa anastomosalis (Pyraloidea: Crambidae), is a serious pest in tropical and subtropical Asia-Pacific regions. In previous work using a population from Okinawa, Japan, (10E,14E)-10,14-hexadecadienal (E10,E14-16:Ald) was identified as the major pheromone component, with hexadecanal, (E)-10-hexadecenal, and (E)-14-hexadecenal as minor components. However, traps baited with the synthetic compounds were less effective at attracting males in the field than those baited with virgin females. While Pyraloidea females usually produce only Type I pheromone components (unsaturated fatty alcohols and their derivatives), the pheromones of some Pyraloidea species have been shown to involve a combination of both Type I and Type II components (unsaturated hydrocarbons and their epoxides). We examined an extract of the pheromone glands of female O. anastomosalis from Vietnam by gas chromatography coupled to mass spectrometry and detected (3Z,6Z,9Z)-3,6,9-tricosatriene (Z3,Z6,Z9-23:H) in addition to the compounds identified previously. All four isomers of 10,14-16:Ald were synthesized. A mixture of synthetic E10,E14-16:Ald and Z3,Z6,Z9-23:H in a ratio of 1:0.2-1:2 was attractive to male moths in Vietnam, indicating the strong synergistic effect of the Type II compound. Addition of the other minor pheromone components to the binary blend did not increase the number of male moths captured. Combinations of Z3,Z6,Z9-23:H with the other three geometrical isomers of E10,E14-16:Ald attracted no males, further substantiating the 10E,14E configuration of the natural diene component. E10,E14-16:Ald mixed with other polyunsaturated hydrocarbons showed that mixtures that included a C21 triene, a C22 triene, or a C23 pentaene attracted as many males as did the mixture with Z3,Z6,Z9-23:H. The identification of a highly attractive sex pheromone will help in developing efficient strategies for monitoring and control of O. anastomosalis populations in sweet potato fields.


Subject(s)
Lepidoptera/physiology , Sex Attractants/chemistry , Aldehydes/analysis , Aldehydes/chemistry , Animals , Female , Gas Chromatography-Mass Spectrometry , Ipomoea batatas , Isomerism , Lepidoptera/chemistry , Male , Polyenes/analysis , Polyenes/chemistry , Sex Attractants/analysis , Sex Attractants/pharmacology , Vietnam
3.
J Chem Ecol ; 39(6): 783-9, 2013 Jun.
Article in English | MEDLINE | ID: mdl-23674124

ABSTRACT

Archips atrolucens, Adoxophyes privatana, and Homona sp. are serious defoliators of citrus trees in the Mekong Delta of Vietnam. In order to establish a sustainable pest-management program for the three species, their female-produced sex pheromones were investigated by GC-EAD and GC-MS analyses, and the following multi-component pheromones were identified: (Z)-11-tetradecenyl acetate (Z11-14:OAc), (E)-11-tetradecenyl acetate (E11-14:OAc), and tetradecyl acetate (14:OAc) in a ratio of 64:32:4 for A. atrolucens; Z11-14:OAc and (Z)-9-tetradecenyl acetate (Z9-14:OAc) in a ratio of 92:8 for A. privatana; and Z11-14:OAc and (Z)-9-dodecenyl acetate (Z9-12:OAc) in a ratio of 96:4 for Homona sp. Each lure baited with synthetic components as a mimic of the natural pheromone attracted males of the target species specifically, indicating that each monounsaturated minor component plays a significant role for mating communication and reproductive isolation of the three species inhabiting the same citrus orchards. In an extract of the pheromone glands of A. atrolucens females, the content of 14:OAc was very low, but a synergistic effect was observed clearly when the saturated compound was mixed at the same level as the E11-14:OAc. The synthetic lures will provide useful tools for monitoring flights of adults of the three species.


Subject(s)
Arthropod Antennae/metabolism , Moths/metabolism , Pheromones/metabolism , Sex Attractants/metabolism , Animal Communication , Animals , Female , Gas Chromatography-Mass Spectrometry , Male , Pheromones/isolation & purification , Sex Attractants/isolation & purification , Species Specificity , Vietnam
4.
Biosci Biotechnol Biochem ; 76(11): 2153-5, 2012.
Article in English | MEDLINE | ID: mdl-23132583

ABSTRACT

Larvae of the clearwing moth, Carmenta mimosa (Lepidoptera: Sesiidae), bore into the trunk of Mimosa pigra L., which is one of the most invasive weeds in Vietnam. GC-EAD and GC-MS analyses of a pheromone gland extract revealed that the female moths produced (3Z,13Z)-3,13-octadecadienyl acetate. A lure baited with the synthetic acetate alone successfully attracted C. mimosa males in a field test. While the addition of a small amount of the corresponding alcohol did not strongly diminish the number of captured males, a trace of the aldehyde derivative or the (3E,13Z)-isomer markedly inhibited the attractiveness of the acetate. The diurnal males were mainly attracted from 6:00 am to 12:00 am.


Subject(s)
Lepidoptera/drug effects , Lepidoptera/metabolism , Pest Control, Biological/methods , Plant Weeds , Sex Attractants/metabolism , Sex Attractants/pharmacology , Weed Control/methods , Animals , Female , Male , Mimosa , Sexual Behavior, Animal/drug effects , Vietnam
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