Chemical Composition of the Rectal Gland and Volatiles Released by Female Queensland Fruit Fly, Bactrocera tryoni (Diptera: Tephritidae)

Ashraf M. El-Sayed, Uppala Venkatesham, C. Rikard Unelius, Andrew Sporle, Jeanneth Pérez, Phillip W. Taylor, David M. Suckling

Research output: Contribution to journalArticleResearchpeer-review

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.

LanguageEnglish
Pages807-814
Number of pages8
JournalEnvironmental Entomology
Volume48
Issue number4
DOIs
Publication statusPublished - Aug 2019

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Bactrocera tryoni
Tephritidae
headspace analysis
ester
fruit
chemical composition
amides
secretion
extracts
acetamides
chemical analysis
bioassay
esters
palmitates
bioassays

Keywords

  • Queensland fruit fly
  • Bactrocera tryoni
  • pheromone
  • female rectal gland
  • esters

Cite this

El-Sayed, Ashraf M. ; Venkatesham, Uppala ; Unelius, C. Rikard ; Sporle, Andrew ; Pérez, Jeanneth ; Taylor, Phillip W. ; Suckling, David M. / Chemical Composition of the Rectal Gland and Volatiles Released by Female Queensland Fruit Fly, Bactrocera tryoni (Diptera: Tephritidae). In: Environmental Entomology. 2019 ; Vol. 48, No. 4. pp. 807-814.
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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.",
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Chemical Composition of the Rectal Gland and Volatiles Released by Female Queensland Fruit Fly, Bactrocera tryoni (Diptera: Tephritidae). / El-Sayed, Ashraf M.; Venkatesham, Uppala; Unelius, C. Rikard; Sporle, Andrew; Pérez, Jeanneth; Taylor, Phillip W.; Suckling, David M.

In: Environmental Entomology, Vol. 48, No. 4, 08.2019, p. 807-814.

Research output: Contribution to journalArticleResearchpeer-review

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T1 - Chemical Composition of the Rectal Gland and Volatiles Released by Female Queensland Fruit Fly, Bactrocera tryoni (Diptera: Tephritidae)

AU - El-Sayed, Ashraf M.

AU - Venkatesham, Uppala

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AU - Pérez, Jeanneth

AU - Taylor, Phillip W.

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