Spiroacetals in rectal gland secretions of australasian fruit fly species

Author(s):  
William Kitching ◽  
Judith A. Lewis ◽  
Mary T. Fletcher ◽  
Richard A. I. Drew ◽  
Christopher J. Moore ◽  
...  
Keyword(s):  
2019 ◽  
Vol 48 (4) ◽  
pp. 807-814 ◽  
Author(s):  
Ashraf M El-Sayed ◽  
Uppala Venkatesham ◽  
C Rikard Unelius ◽  
Andrew Sporle ◽  
Jeanneth Pérez ◽  
...  

Abstract The composition of the rectal gland secretion and volatiles emitted by female Queensland fruit fly, Bactrocera tryoni was investigated. Esters were found to be the main compounds in the gland extracts and headspace, while amides were the minor compounds in the gland extracts and headspace. Ethyl dodecanoate, ethyl tetradecanoate, ethyl (Z9)-hexadecenoate and ethyl palmitate were the main esters in the gland extracts, while ethyl dodecanoate and ethyl tetradecanoate were the main esters in the headspace. Four amides (N-(3-methylbutyl)acetamide), N-(2-methylbutyl)propanamide, N-(3-methylbutyl)propanamide, and N-(3-methylbutyl)-2-methylpropanamide were found in the gland extracts and the headspace. Among the amides, N-(3-methylbutyl)acetamide and N-(3-methylbutyl)propanamide were the main amides in the gland extracts and the headspace. Traces of three spiroacetals were found both in the gland extracts and in the headspace. (E,E)-2,8-Dimethyl-1,7-dioxaspiro[5.5]undecane, (E,E)-2-ethyl-8-methyl-1,7-dioxaspiro[5.5]undecane, (E,E)-2-propyl-8-methyl-1,7-dioxaspiro[5.5]undecane. All compounds found in the headspace were present in the extract of the rectal gland suggesting that the rectal gland is the main source of the headspace volatiles, whose function remains to be elucidated. This is the first comprehensive chemical analysis of the rectal gland secretions and volatiles of female B. tryoni, and further laboratory and field bioassays are required to determine the function of compounds identified in this study. Discovery of the same amides previously identified in the male rectal gland in the female rectal gland raises questions about the pheromonal role previously suggested for these compounds.


Tetrahedron ◽  
2018 ◽  
Vol 74 (33) ◽  
pp. 4381-4389
Author(s):  
Graziano Fusini ◽  
Davide Barsanti ◽  
Gaetano Angelici ◽  
Gianluca Casotti ◽  
Angelo Canale ◽  
...  

Insects ◽  
2019 ◽  
Vol 11 (1) ◽  
pp. 32 ◽  
Author(s):  
Saeedeh Noushini ◽  
Jeanneth Perez ◽  
Soo Jean Park ◽  
Danielle Holgate ◽  
Ian Jamie ◽  
...  

The banana fruit fly, Bactrocera musae (Tryon) (Diptera: Tephritidae), is an economically important pest endemic to Australia and mainland Papua New Guinea. The chemistry of its rectal glands, and the volatiles emitted during periods of sexual activity, has not been previously reported. Using gas chromatography–mass spectrometry (GC-MS), we find that male rectal glands contain ethyl butanoate, N-(3-methylbutyl) acetamide, ethyl laurate and ethyl myristate, with ethyl butanoate as the major compound in both rectal gland and headspace volatile emissions. Female rectal glands contain four major compounds, ethyl laurate, ethyl myristate, ethyl palmitate and (E,E)-2,8-dimethyl-1,7-dioxaspiro[5.5]undecane, as well as 11 minor compounds. For both male and female B. musae, all compounds found in the headspace were also present in the rectal gland extracts, suggesting that the rectal gland is the main source of the headspace volatiles. Gas chromatography–electroantennography (GC-EAD) of rectal gland extracts confirms that male antennae respond to male-produced ethyl laurate and female-produced (E,E)-2,8-dimethyl-1,7-dioxaspiro[5.5]undecane, while female antennae respond to male-produced ethyl butanoate but no female-produced compounds. This is an important step in understanding the volatiles involved in the chemical communication of B. musae, their functional significance, and potential application.


Insects ◽  
2019 ◽  
Vol 10 (3) ◽  
pp. 78 ◽  
Author(s):  
Xiuge Zhang ◽  
Chengmei Wei ◽  
Jin Miao ◽  
Xiaojiao Zhang ◽  
Bo Wei ◽  
...  

The guava fruit fly, Bactrocera correcta, is one of the major pests affecting mango (Mangifera indica) and guava (Psidium guajava) production in China. The compound β-caryophyllene was identified from the rectal gland extracts of wild B. correcta males and was demonstrated to be a more specific and potent male lure than methyl eugenol (ME) for B. correcta. In order to find potential additional pheromone attractants for the monitoring and mass-trapping of this fruit fly, a series of chemical and behavioral assays were conducted in this study. Ten compounds were identified from the rectal glands of virgin B. correcta females. These compounds consisted of five major compounds (i.e., ethyl dodecanoate, ethyl tetradecanoate, ethyl (E)-9-hexadecenoate, ethyl hexadecanoate, and ethyl (Z)-9-octadecenoate) in high quantities, and other compounds (i.e., octanal, N-(3-methylbutyl) acetamide, (Z)-9-tricosene, ethyl octadecanoate, and ethyl eicosanoate) in trace amounts, while virtually no compounds were found in male rectal glands. The bioassays indicate that female rectal gland extracts are attractive to virgin females and males. Furthermore, a cyclical production of the five major compounds was found, recurring at roughly 10-d intervals with peaks in 10–13-, 25-, and 35-d-old females. Collectively, these results will contribute to the understanding of pheromone communication in B. correcta and may provide important information for improving existing monitoring and control methods for this pest.


2011 ◽  
Vol 99 (1) ◽  
pp. 77-81 ◽  
Author(s):  
Adriano Carpita ◽  
Angelo Canale ◽  
Andrea Raffaelli ◽  
Alessandro Saba ◽  
Giovanni Benelli ◽  
...  

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