Z-9-Tricosene

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Alfio Raspi - One of the best experts on this subject based on the ideXlab platform.

  • For sex and more: attraction of the tephritid parasitoid Psyttalia concolor (Hymenoptera: Braconidae) to male sex pheromone of the olive fruit fly, Bactrocera oleae
    Journal of Pest Science, 2014
    Co-Authors: Giovanni Benelli, Alfio Raspi, Adriano Carpita, Sandro Simoncini, Angelo Canale
    Abstract:

    The braconid parasitoid Psyttalia concolor foraging for larvae of Bactrocera oleae (Diptera: Tephritidae) uses olfactory cues from the larval microhabitat. However, it could rely on the sex pheromones of adults of its host, since B. oleae mating leks usually occur on olive plants and a high number of infested fruits can be easily located in their close proximity. We quantified the behavioural responses of P. concolor towards different doses of the two major sex pheromone components of B. oleae , the female-borne 1,7-dioxaspiro[5.5]undecane (DSU) and the male-borne ( Z )-9-tricosene (ZT). Results showed that P. concolor females and males were attracted only to the highest amounts of ZT (10 B. oleae male equivalents), regardless of the mating status. Wasps remained longer on the surfaces treated with high ZT amounts over the control. P. concolor females could exploit the ZT produced by lekking olive fruit fly males as a foraging kairomone. This could allow them to rapidly track B. oleae -infested olive plants, thus raising their chances to locate host larvae during their lifespan. On the other hand, the perception of ZT by P. concolor males could raise their chances to locate receptive females emerging from parasitised B. oleae pupae or also ovipositing in olive fruits. This study increases the knowledge of the reproductive biology of P. concolor, highlighting a case of chemical espionage in which a sex pheromone component from adult stages of the host is exploited both as a foraging kairomone by female parasitoids and as a sexual kairomone by male wasps.

  • Behavioural and electrophysiological responses of the olive fruit fly, Bactrocera oleae (Rossi) (Diptera: Tephritidae), to male- and female-borne sex attractants
    Chemoecology, 2013
    Co-Authors: Angelo Canale, Giovanni Benelli, Alfio Raspi, Adriano Carpita, Salvatore Giacinto Germinara, Gabriella Bonsignori, Cesare Stefanini, Giuseppe Rotundo
    Abstract:

    In the olive fruit fly, Bactrocera oleae , females attract males by producing 1,7-dioxaspiro[5.5]undecane (olean), the main component of the sex pheromone secreted by rectal glands. It has been recently demonstrated that males are able to produce ( Z )-9-tricosene (muscalure) in rectal glands, a compound that selectively attracts females. In this study, a male grooming reaction that may transfer the male-borne compounds from rectal to urotergal glands was observed, suggesting that urotergal glands could be involved in B. oleae sexual communication. GC/MS, EAG, GC/EAD analyses and behavioural assays were carried out to compare the role of male rectal and urotergal glands during courtship. In both male glands, olean and muscalure amounts were age dependent. Extracts of rectal glands contained higher amounts of olean and/or muscalure than urotergal ones. Extracts of rectal and urotergal glands of males and females elicited EAG responses in both sexes. GC/EAD showed that female EAG response to male rectal extracts was mainly due to olean and muscalure. Synthetic compounds evoked EAG dose-dependent responses in both sexes, and the EAG response to muscalure was higher as compared to olean. Rectal and urotergal glands from old males were able to attract females, while urotergal glands from young males attracted only males. Overall, our results add knowledge to the mating system of B. oleae , giving first evidences on the electrophysiological activity of muscalure towards both sexes, as well as on the involvement of male urotergal glands in the chemical sexual communication of this pest.

  • z 9 tricosene identified in rectal gland extracts of bactrocera oleae males first evidence of a male produced female attractant in olive fruit fly
    Naturwissenschaften, 2012
    Co-Authors: Adriano Carpita, Angelo Canale, Giovanni Benelli, Andrea Raffaelli, Alessandro Saba, Alfio Raspi
    Abstract:

    It is well-known that Bactrocera oleae (olive fruit fly) females attract conspecific males by using 1,7-dioxaspiro[5,5]undecane (1) as the main component of their sex pheromone, and that 1 is produced in the female rectal gland. Although some authors have claimed that B. oleae males also attract females, to date no male-produced female attractants have been found in this species. In this paper, we report the first identification of a substance unique to males and able to attract females. The findings of the study include the following: (1) females responded in a bioassay to hexane extracts obtained from rectal glands of 15-day-old B. oleae males, (2) the presence of (Z)-9-tricosene (2) was consistently and unambiguously identified in these extracts using gas chromatography (GC) and GC-mass spectrometry methods, (3) in preliminary bioactivity tests, low doses (equivalent to a few males) of chemically and stereoisomerically pure synthetic (Z)-9-tricosene (2) attracted olive fruit fly females. Interestingly, compound 2, commonly called muscalure, is also a well-known component of the house fly (Musca domestica) sex pheromone.

Angelo Canale - One of the best experts on this subject based on the ideXlab platform.

  • For sex and more: attraction of the tephritid parasitoid Psyttalia concolor (Hymenoptera: Braconidae) to male sex pheromone of the olive fruit fly, Bactrocera oleae
    Journal of Pest Science, 2014
    Co-Authors: Giovanni Benelli, Alfio Raspi, Adriano Carpita, Sandro Simoncini, Angelo Canale
    Abstract:

    The braconid parasitoid Psyttalia concolor foraging for larvae of Bactrocera oleae (Diptera: Tephritidae) uses olfactory cues from the larval microhabitat. However, it could rely on the sex pheromones of adults of its host, since B. oleae mating leks usually occur on olive plants and a high number of infested fruits can be easily located in their close proximity. We quantified the behavioural responses of P. concolor towards different doses of the two major sex pheromone components of B. oleae , the female-borne 1,7-dioxaspiro[5.5]undecane (DSU) and the male-borne ( Z )-9-tricosene (ZT). Results showed that P. concolor females and males were attracted only to the highest amounts of ZT (10 B. oleae male equivalents), regardless of the mating status. Wasps remained longer on the surfaces treated with high ZT amounts over the control. P. concolor females could exploit the ZT produced by lekking olive fruit fly males as a foraging kairomone. This could allow them to rapidly track B. oleae -infested olive plants, thus raising their chances to locate host larvae during their lifespan. On the other hand, the perception of ZT by P. concolor males could raise their chances to locate receptive females emerging from parasitised B. oleae pupae or also ovipositing in olive fruits. This study increases the knowledge of the reproductive biology of P. concolor, highlighting a case of chemical espionage in which a sex pheromone component from adult stages of the host is exploited both as a foraging kairomone by female parasitoids and as a sexual kairomone by male wasps.

  • Behavioural and electrophysiological responses of the olive fruit fly, Bactrocera oleae (Rossi) (Diptera: Tephritidae), to male- and female-borne sex attractants
    Chemoecology, 2013
    Co-Authors: Angelo Canale, Giovanni Benelli, Alfio Raspi, Adriano Carpita, Salvatore Giacinto Germinara, Gabriella Bonsignori, Cesare Stefanini, Giuseppe Rotundo
    Abstract:

    In the olive fruit fly, Bactrocera oleae , females attract males by producing 1,7-dioxaspiro[5.5]undecane (olean), the main component of the sex pheromone secreted by rectal glands. It has been recently demonstrated that males are able to produce ( Z )-9-tricosene (muscalure) in rectal glands, a compound that selectively attracts females. In this study, a male grooming reaction that may transfer the male-borne compounds from rectal to urotergal glands was observed, suggesting that urotergal glands could be involved in B. oleae sexual communication. GC/MS, EAG, GC/EAD analyses and behavioural assays were carried out to compare the role of male rectal and urotergal glands during courtship. In both male glands, olean and muscalure amounts were age dependent. Extracts of rectal glands contained higher amounts of olean and/or muscalure than urotergal ones. Extracts of rectal and urotergal glands of males and females elicited EAG responses in both sexes. GC/EAD showed that female EAG response to male rectal extracts was mainly due to olean and muscalure. Synthetic compounds evoked EAG dose-dependent responses in both sexes, and the EAG response to muscalure was higher as compared to olean. Rectal and urotergal glands from old males were able to attract females, while urotergal glands from young males attracted only males. Overall, our results add knowledge to the mating system of B. oleae , giving first evidences on the electrophysiological activity of muscalure towards both sexes, as well as on the involvement of male urotergal glands in the chemical sexual communication of this pest.

  • z 9 tricosene identified in rectal gland extracts of bactrocera oleae males first evidence of a male produced female attractant in olive fruit fly
    Naturwissenschaften, 2012
    Co-Authors: Adriano Carpita, Angelo Canale, Giovanni Benelli, Andrea Raffaelli, Alessandro Saba, Alfio Raspi
    Abstract:

    It is well-known that Bactrocera oleae (olive fruit fly) females attract conspecific males by using 1,7-dioxaspiro[5,5]undecane (1) as the main component of their sex pheromone, and that 1 is produced in the female rectal gland. Although some authors have claimed that B. oleae males also attract females, to date no male-produced female attractants have been found in this species. In this paper, we report the first identification of a substance unique to males and able to attract females. The findings of the study include the following: (1) females responded in a bioassay to hexane extracts obtained from rectal glands of 15-day-old B. oleae males, (2) the presence of (Z)-9-tricosene (2) was consistently and unambiguously identified in these extracts using gas chromatography (GC) and GC-mass spectrometry methods, (3) in preliminary bioactivity tests, low doses (equivalent to a few males) of chemically and stereoisomerically pure synthetic (Z)-9-tricosene (2) attracted olive fruit fly females. Interestingly, compound 2, commonly called muscalure, is also a well-known component of the house fly (Musca domestica) sex pheromone.

Felice Senatore - One of the best experts on this subject based on the ideXlab platform.

  • essential oils composition of periploca laevigata aiton subsp angustifolia labill markgraf apocynaceae periplocoideae
    Natural Product Research, 2013
    Co-Authors: Pietro Zito, Maurizio Sajeva, Maurizio Bruno, Sergio Rosselli, Antonella Maggio, Felice Senatore
    Abstract:

    The essential oil of roots, branches, leaves, flowers and fruits of Periploca laevigata Aiton subsp. angustifolia (Apocynaceae) from Lampedusa Island has been obtained by hydrodistillation and its composition analysed. The analyses allowed the identification and quantification of 86 volatile compounds. Branches showed the higher diversity with 57 compounds followed by fruits with 33, roots with 23, flowers with 16 and leaves with six compounds, respectively. In the matrices examined three constituents, heneicosane, docosane and tricosane are in common, although with different percentages. At least the most abundant compounds found in the matrices have been reported to have several biological activities. 2-Hydroxy-4-methoxybenzaldehyde identified in the roots as the most abundant component (70.7%) and present with 8.3% in the branches is a potent tyrosinase inhibitor present in several African medicinal plants, and thus being used as an ingredient in cosmetic and other medicinal products, primarily in relation to hyperpigmentation. Among the compounds identified, several play a role as semiochemicals for many animals, and 28 allomones, 43 pheromones, 21 kairomones have been identified. P. laevigata subsp. angustifolia in Lampedusa Island is host to a community of visitors, and the possible ecological role of the volatiles found is briefly discussed.

Adriano Carpita - One of the best experts on this subject based on the ideXlab platform.

  • For sex and more: attraction of the tephritid parasitoid Psyttalia concolor (Hymenoptera: Braconidae) to male sex pheromone of the olive fruit fly, Bactrocera oleae
    Journal of Pest Science, 2014
    Co-Authors: Giovanni Benelli, Alfio Raspi, Adriano Carpita, Sandro Simoncini, Angelo Canale
    Abstract:

    The braconid parasitoid Psyttalia concolor foraging for larvae of Bactrocera oleae (Diptera: Tephritidae) uses olfactory cues from the larval microhabitat. However, it could rely on the sex pheromones of adults of its host, since B. oleae mating leks usually occur on olive plants and a high number of infested fruits can be easily located in their close proximity. We quantified the behavioural responses of P. concolor towards different doses of the two major sex pheromone components of B. oleae , the female-borne 1,7-dioxaspiro[5.5]undecane (DSU) and the male-borne ( Z )-9-tricosene (ZT). Results showed that P. concolor females and males were attracted only to the highest amounts of ZT (10 B. oleae male equivalents), regardless of the mating status. Wasps remained longer on the surfaces treated with high ZT amounts over the control. P. concolor females could exploit the ZT produced by lekking olive fruit fly males as a foraging kairomone. This could allow them to rapidly track B. oleae -infested olive plants, thus raising their chances to locate host larvae during their lifespan. On the other hand, the perception of ZT by P. concolor males could raise their chances to locate receptive females emerging from parasitised B. oleae pupae or also ovipositing in olive fruits. This study increases the knowledge of the reproductive biology of P. concolor, highlighting a case of chemical espionage in which a sex pheromone component from adult stages of the host is exploited both as a foraging kairomone by female parasitoids and as a sexual kairomone by male wasps.

  • Behavioural and electrophysiological responses of the olive fruit fly, Bactrocera oleae (Rossi) (Diptera: Tephritidae), to male- and female-borne sex attractants
    Chemoecology, 2013
    Co-Authors: Angelo Canale, Giovanni Benelli, Alfio Raspi, Adriano Carpita, Salvatore Giacinto Germinara, Gabriella Bonsignori, Cesare Stefanini, Giuseppe Rotundo
    Abstract:

    In the olive fruit fly, Bactrocera oleae , females attract males by producing 1,7-dioxaspiro[5.5]undecane (olean), the main component of the sex pheromone secreted by rectal glands. It has been recently demonstrated that males are able to produce ( Z )-9-tricosene (muscalure) in rectal glands, a compound that selectively attracts females. In this study, a male grooming reaction that may transfer the male-borne compounds from rectal to urotergal glands was observed, suggesting that urotergal glands could be involved in B. oleae sexual communication. GC/MS, EAG, GC/EAD analyses and behavioural assays were carried out to compare the role of male rectal and urotergal glands during courtship. In both male glands, olean and muscalure amounts were age dependent. Extracts of rectal glands contained higher amounts of olean and/or muscalure than urotergal ones. Extracts of rectal and urotergal glands of males and females elicited EAG responses in both sexes. GC/EAD showed that female EAG response to male rectal extracts was mainly due to olean and muscalure. Synthetic compounds evoked EAG dose-dependent responses in both sexes, and the EAG response to muscalure was higher as compared to olean. Rectal and urotergal glands from old males were able to attract females, while urotergal glands from young males attracted only males. Overall, our results add knowledge to the mating system of B. oleae , giving first evidences on the electrophysiological activity of muscalure towards both sexes, as well as on the involvement of male urotergal glands in the chemical sexual communication of this pest.

  • z 9 tricosene identified in rectal gland extracts of bactrocera oleae males first evidence of a male produced female attractant in olive fruit fly
    Naturwissenschaften, 2012
    Co-Authors: Adriano Carpita, Angelo Canale, Giovanni Benelli, Andrea Raffaelli, Alessandro Saba, Alfio Raspi
    Abstract:

    It is well-known that Bactrocera oleae (olive fruit fly) females attract conspecific males by using 1,7-dioxaspiro[5,5]undecane (1) as the main component of their sex pheromone, and that 1 is produced in the female rectal gland. Although some authors have claimed that B. oleae males also attract females, to date no male-produced female attractants have been found in this species. In this paper, we report the first identification of a substance unique to males and able to attract females. The findings of the study include the following: (1) females responded in a bioassay to hexane extracts obtained from rectal glands of 15-day-old B. oleae males, (2) the presence of (Z)-9-tricosene (2) was consistently and unambiguously identified in these extracts using gas chromatography (GC) and GC-mass spectrometry methods, (3) in preliminary bioactivity tests, low doses (equivalent to a few males) of chemically and stereoisomerically pure synthetic (Z)-9-tricosene (2) attracted olive fruit fly females. Interestingly, compound 2, commonly called muscalure, is also a well-known component of the house fly (Musca domestica) sex pheromone.

Giovanni Benelli - One of the best experts on this subject based on the ideXlab platform.

  • For sex and more: attraction of the tephritid parasitoid Psyttalia concolor (Hymenoptera: Braconidae) to male sex pheromone of the olive fruit fly, Bactrocera oleae
    Journal of Pest Science, 2014
    Co-Authors: Giovanni Benelli, Alfio Raspi, Adriano Carpita, Sandro Simoncini, Angelo Canale
    Abstract:

    The braconid parasitoid Psyttalia concolor foraging for larvae of Bactrocera oleae (Diptera: Tephritidae) uses olfactory cues from the larval microhabitat. However, it could rely on the sex pheromones of adults of its host, since B. oleae mating leks usually occur on olive plants and a high number of infested fruits can be easily located in their close proximity. We quantified the behavioural responses of P. concolor towards different doses of the two major sex pheromone components of B. oleae , the female-borne 1,7-dioxaspiro[5.5]undecane (DSU) and the male-borne ( Z )-9-tricosene (ZT). Results showed that P. concolor females and males were attracted only to the highest amounts of ZT (10 B. oleae male equivalents), regardless of the mating status. Wasps remained longer on the surfaces treated with high ZT amounts over the control. P. concolor females could exploit the ZT produced by lekking olive fruit fly males as a foraging kairomone. This could allow them to rapidly track B. oleae -infested olive plants, thus raising their chances to locate host larvae during their lifespan. On the other hand, the perception of ZT by P. concolor males could raise their chances to locate receptive females emerging from parasitised B. oleae pupae or also ovipositing in olive fruits. This study increases the knowledge of the reproductive biology of P. concolor, highlighting a case of chemical espionage in which a sex pheromone component from adult stages of the host is exploited both as a foraging kairomone by female parasitoids and as a sexual kairomone by male wasps.

  • Behavioural and electrophysiological responses of the olive fruit fly, Bactrocera oleae (Rossi) (Diptera: Tephritidae), to male- and female-borne sex attractants
    Chemoecology, 2013
    Co-Authors: Angelo Canale, Giovanni Benelli, Alfio Raspi, Adriano Carpita, Salvatore Giacinto Germinara, Gabriella Bonsignori, Cesare Stefanini, Giuseppe Rotundo
    Abstract:

    In the olive fruit fly, Bactrocera oleae , females attract males by producing 1,7-dioxaspiro[5.5]undecane (olean), the main component of the sex pheromone secreted by rectal glands. It has been recently demonstrated that males are able to produce ( Z )-9-tricosene (muscalure) in rectal glands, a compound that selectively attracts females. In this study, a male grooming reaction that may transfer the male-borne compounds from rectal to urotergal glands was observed, suggesting that urotergal glands could be involved in B. oleae sexual communication. GC/MS, EAG, GC/EAD analyses and behavioural assays were carried out to compare the role of male rectal and urotergal glands during courtship. In both male glands, olean and muscalure amounts were age dependent. Extracts of rectal glands contained higher amounts of olean and/or muscalure than urotergal ones. Extracts of rectal and urotergal glands of males and females elicited EAG responses in both sexes. GC/EAD showed that female EAG response to male rectal extracts was mainly due to olean and muscalure. Synthetic compounds evoked EAG dose-dependent responses in both sexes, and the EAG response to muscalure was higher as compared to olean. Rectal and urotergal glands from old males were able to attract females, while urotergal glands from young males attracted only males. Overall, our results add knowledge to the mating system of B. oleae , giving first evidences on the electrophysiological activity of muscalure towards both sexes, as well as on the involvement of male urotergal glands in the chemical sexual communication of this pest.

  • z 9 tricosene identified in rectal gland extracts of bactrocera oleae males first evidence of a male produced female attractant in olive fruit fly
    Naturwissenschaften, 2012
    Co-Authors: Adriano Carpita, Angelo Canale, Giovanni Benelli, Andrea Raffaelli, Alessandro Saba, Alfio Raspi
    Abstract:

    It is well-known that Bactrocera oleae (olive fruit fly) females attract conspecific males by using 1,7-dioxaspiro[5,5]undecane (1) as the main component of their sex pheromone, and that 1 is produced in the female rectal gland. Although some authors have claimed that B. oleae males also attract females, to date no male-produced female attractants have been found in this species. In this paper, we report the first identification of a substance unique to males and able to attract females. The findings of the study include the following: (1) females responded in a bioassay to hexane extracts obtained from rectal glands of 15-day-old B. oleae males, (2) the presence of (Z)-9-tricosene (2) was consistently and unambiguously identified in these extracts using gas chromatography (GC) and GC-mass spectrometry methods, (3) in preliminary bioactivity tests, low doses (equivalent to a few males) of chemically and stereoisomerically pure synthetic (Z)-9-tricosene (2) attracted olive fruit fly females. Interestingly, compound 2, commonly called muscalure, is also a well-known component of the house fly (Musca domestica) sex pheromone.