Isolation of an Aggregation Pheromone from the Flour Beetles, Tribolium castaneum and T. confusum (Coleoptera : Tenebrionidae)

Suzuki, Takahisa; Sugawara, Ryozo

doi:10.1303/aez.14.228

Cited by 50 publications

(24 citation statements)

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“…NS, not significant. 3,7, (2,R1 =C2Hs, R2 = CH3)' To a Orignard reagent prepared from 2-methylbutyl bromide 1 (17.5 g; bp 55 ~ 56°Cj100 mmHg, nitS 1.4470; prepared according to the procedure of Wiley et al 4 ) using 2-methylbutanol, triphenylphosphine and bromine in dry DMF with 65.9% yield) and magnesium turnings (2.8 g), citronellal (17.9 g) in abs. ether was added dropwise with stirring in an ice-water bath, and worked up in the usual method to give 2 (11.1 g, 42.4%), bp 133 ~ I 34°Cj7 mmHg, nfi"s 1.4586.…”

Section: Methodsmentioning

confidence: 99%

“…The bioassay procedure used was the same as that described in a previous paper. 3 ) Of these aldehydes, only synthetic pheromone (I) was attractive to both species of .Tribolium at the level of 100 ng per disk. The one-carbon-shortened 4,8-dimethylnonanal (III) showed about one-tenthattractancy comparing with synthetic pheromone which showed less attractancy that the natural pheromone.…”

Section: Or R R2mentioning

confidence: 99%

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A Facile Synthesis of 4,8-Dimethyldecanal, Aggregation Pheromone of Flour Beetles, and Its Analogues

Suzuki

1981

Agricultural and Biological Chemistry

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Section: Methodsmentioning

confidence: 99%

Section: Or R R2mentioning

confidence: 99%

A Facile Synthesis of 4,8-Dimethyldecanal, Aggregation Pheromone of Flour Beetles, and Its Analogues

Suzuki

1981

Agricultural and Biological Chemistry

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“…In several Tribolium species, adult males produce a highly volatile compound, 4,8-dimethyldecanal (DMD), which is attractive to both sexes (Arnaud and Haubruge 2002;Suzuki 1980;Suzuki et al 1987;Suzuki and Sugawara 1979). Although DMD is commonly known as an aggregation pheromone, the potential exists for Tribolium females to use it in mate assessment (Levinson and Levinson 1995).…”

Section: Evidence For Pre-mating Female Assessment Of Long-range Malementioning

confidence: 99%

Evaluating Cryptic Female Choice in Highly Promiscuous Tribolium Beetles

Fedina

Lewis

2015

Cryptic Female Choice in Arthropods

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Tribolium flour beetles have been an important model organism for the study of postcopulatory sexual selection. These beetles are representative of many insects that live in high-density aggregations and therefore experience frequent mating opportunities. However, unlike many such insects, Tribolium females are extremely polyandrous and seemingly promiscuous as they engage in frequent matings without any apparent pre-mating courtship ritual. Instead, intrasexual competition as well as intersexual mate/paternity choices occurs primarily during and after copulation. Here, we review the evidence for at least four cryptic female choice (CFC) mechanisms in Tribolium that may affect how offspring paternity is apportioned among a female's mates. By comparing live to freshly euthanized females (both readily mated by males), studies reveal that during mating, females reject spermatophore transfer or limit sperm numbers transferred by inferior males. Re-mating with additional males is another CFC mechanism, and mated Tribolium females will more readily accept a spermatophore from males that are more attractive than their previous mate. Finally, Tribolium females may also use the timing of spermatophore ejection after mating to bias offspring paternity. Tribolium life history and mating system traits (including long adult life, continuous egg-laying, and frequent re-mating) suggest that females are unlikely to be harmed by multiple matings. Indeed, there exists little experimental evidence for the cost of polyandry to females, and the Tribolium mating system appears to lack many elements that would indicate sexually antagonistic coevolution. The multiple CFC mechanisms demonstrated in Tribolium may stem from females' inability to effectively assess males before mating. Such mechanisms may provide an effective

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“…O macho é o responsável pela liberação de feromônio de agregação em várias espécies, como T. confusum, T. castaneum, T. brevicornes, T. destructor, T. audax e T. freemani 52,53 . O principal componente associado a este gênero é o (4R,8R)-4,8-dimetildecanal (26), tribolure 54 , cuja estereoquímica foi definida por Mori e colaboradores 55 . Posteriormente, bioensaios realizados por Suzuki e colaboradores 56 revelaram que uma mistura 8:2 dos isômeros (4R,8R)-26 e (4R,8S)-27 foi 10 vezes mais ativa que o isômero natural isolado.…”

Section: Tribolium Spp (Coleoptera: Tenebrionidae)unclassified

Feromônios associados aos coleópteros-praga de produtos armazenados

Moreira¹,

Zarbin²,

Coracini³

2005

Quím. Nova

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Recebido em 13/4/04; aceito em 27/10/04; publicado na web em 17/2/05 PHEROMONES ASSOCIATED TO COLEOPTERAN PESTS IN STORED PRODUCTS. One strategy to overcome risks of insecticide-based control in agriculture is to use semiochemicals. In the case of pheromones, these specific compounds can be applied in traps to detect and monitor the occurrence, abundance and distribution of insect pests. Reliable detection helps to time insecticide sprays, to decide the quantity of insecticide that will be used and the place where it will be applied. This manuscript aims to give an overview of the pheromones associated to coleopteran pests in stored products, and their utilization in integrated pest management.Keywords: pheromones; stored products; IPM. INTRODUÇÃOA crescente preocupação em preservar o ecossistema tem exigido da comunidade científica a busca por novos métodos de controle de insetos-praga. O uso indiscriminado de agrotóxicos, além de causar danos ao meio ambiente e organismos não-alvos, tem causado problemas relacionados à resistência dos insetos aos princípios ativos destes produtos 1 . As perdas mundiais em produtos armazenados, devido ao ataque de insetos-praga na pós-colheita, são estimadas anualmente em 15% e custos elevados são envolvidos para a proteção destes produtos contra estas infestações 2 . No Brasil, as perdas chegam a atingir 10% de toda a produção, sendo os principais fatores associados ao ataque de insetos, fungos e ácaros nos armazéns, silos e depósitos agroindustriais durante o armazenamento (Figura 1) 3 . O estudo do comportamento dos insetos tem resultado no desenvolvimento de novos métodos que estão sendo usados em programas de manejo integrado de insetos-praga. O uso de semioquímicos, principalmente os feromônios, está se tornando uma importante ferramenta para a implementação de alternativas para o monitoramento e controle de insetos-praga de produtos armazenados 1 . O objetivo desta revisão é descrever a comunicação química dos principais coleópteros-praga associados aos produtos armazenados, enfatizando os feromônios identificados, e discutir viabilidades e perspectivas de aplicação destes compostos como forma alternativa para o controle das pragas. A COMUNICAÇÃO QUÍMICA E AS ESTRATÉGIAS REPRODUTIVASParte integrante do comportamento animal é a comunicação, definida como um processo que envolve a transmissão de sinais entre organismos. Em algumas situações confere vantagens apenas para o organismo emissor e seu grupo; em outras, apenas para os organismos receptores ou para ambos 4 . Os insetos são os seres vivos que mais utilizam os odores para desempenhar suas funções vitais (localização de presas, defesa e agressividade, seleção de plantas hospedeiras, escolha dos locais para oviposição, corte e acasalamento) 5 . Essa comunicação pode ser efetuada entre organismos da mesma espécie (feromônios -substâncias secretadas por um indivíduo e recebidas por um segundo, provocando uma reação específica ou um processo de desenvolvimento fisiológico específico 5 ) ou entre espécies diferentes (cair...

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Isolation of an Aggregation Pheromone from the Flour Beetles, Tribolium castaneum and T. confusum (Coleoptera : Tenebrionidae)

Cited by 50 publications

References 1 publication

A Facile Synthesis of 4,8-Dimethyldecanal, Aggregation Pheromone of Flour Beetles, and Its Analogues

A Facile Synthesis of 4,8-Dimethyldecanal, Aggregation Pheromone of Flour Beetles, and Its Analogues

Evaluating Cryptic Female Choice in Highly Promiscuous Tribolium Beetles

Feromônios associados aos coleópteros-praga de produtos armazenados

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