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  • 1
    ISSN: 1573-1561
    Keywords: Aggregation pheromone ; Bursaphelenchus cocophilus ; coconut ; Cocos nucifera ; Coleoptera ; Curculionidae ; Dynamis borassi ; 4-methyl-5-nonanol ; palm weevils ; red ring disease ; red ring nematode
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract 4-Methyl-5-nonanol (1) is the male-produced aggregation pheromone of the palm weevil, Dynamis borassi (F.) from Colombia. The pheromone was identified by coupled gas chromatographic–electroantennographic detection (GC-EAD) analysis of male- and female-produced volatiles, and comparative GC–mass spectrometry (MS) of weevil-produced 1. In field experiments in Colombia, traps baited with a stereoisomeric mixture of synthetic 1 (3 mg/day) plus sugarcane captured more weevils than traps baited with 1 or sugarcane alone, suggesting that pheromone and plant volatiles are synergistically attractive. Use of a chiral, stereoisomer-separating Cyclodex-B column in GC-EAD and GC-MS analyses revealed that D. borassi males produce, and antennae of males and females respond to (4S,5S)-1. Previously identified palm weevil (Rhynchophorus spp.) aggregation pheromones 5-methyl-4-octanol (cruentol) and 6-methyl-2-hepten-4-ol (rhynchophorol) also elicited antennal responses by D. borassi. In field experiments, D. borassi females were captured equally well in traps baited with sugarcane plus either 1, cruentol or rhynchophorol. In contrast, D. borassi males were captured most often in traps baited with sugarcane plus 1. Because D. borassi is a potential vector of the red ring nematode that causes the lethal red ring disease of palms, pheromone-based trapping of D. borassi could aid in monitoring or management of red ring disease in commercial palm plantations.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1573-1561
    Keywords: Aggregation pheromones ; Coleoptera ; Curculionidae ; cytochrome oxidase I ; 2-methyl-4-heptanol ; (E2)-6-methyl-2-hepten-4-ol ; 2-methyl-4octanol ; mitochondrial DNA ; New Guinea sugarcane weevil ; palm weevil ; Rhabdoscelus obscurus ; rhynchophorol ; sibling species ; sugarcane
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The aggregation pheromones were studied from two geographical isolates (Hakalau, Hawaii, and Silkwood, Queensland, Australia) of the New Guinea sugarcane weevil, Rhabdoscelus obscurus. Coupled gas chromatographic–electroantennographic detection (GC-EAD) and GC–mass spectrometric (MS) analyses of Porapak Q volatile extract from male and from female Hawaiian R. obscurus revealed a single EAD-active, male-specific candidate pheromone, which was identified as 2-methyl-4-octanol (1). Corresponding volatile analyses from male and from female Australian R. obscurus consistently revealed three EAD-active, male-specific candidate pheromone components that were identified as 1, (E2)-6-methyl-2-hepten-4-ol (rhynchophorol) (2), and 2-methyl-4-heptanol (3). In field experiment 1 in Hakalau, Hawaii, traps baited with a stereoisomeric mixture of synthetic 1 (3 mg/day) plus sugarcane captured more weevils than did traps baited with 1 or sugarcane alone or no bait, indicating that 1 is the pheromone of the Hawaiian R. obscurus population. In field experiment 2, conducted in Silkwood, Australia, traps baited with stereoisomeric mixtures of synthetic 1, 2, and 3 (3 mg/day each) plus sugarcane caught more weevils than did unbaited traps or traps baited with 1, 2, and 3 or sugarcane. Testing candidate pheromone components 1, 2, and 3 in experiments 2–5 in all possible binary, ternary, and quaternary combinations with sugarcane, indicated that 1 and 2 in combination, but not singly, are pheromone components of the Australian R. obscurus population. Weevils from several locations in Australia and Hawaii could not be differentiated using traditional morphological characters or ultrastructural comparisons with scanning electron microscopy (SEM). However, comparisons of mtDNA sequences (cytochrome oxidase I; regions I1 to M4; 201 base pairs) revealed 5.5% variation between the Hawaiian (N = 2) and the Australian (N = 4) samples. There was no intrapopulation variation in sequence data from the weevils from Hawaii versus Australia, suggesting that they are sibling species.
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  • 3
    ISSN: 1573-1561
    Keywords: Coleoptera ; Curculionidae ; Rhynchophorus cruentatus ; palmetto weevil ; S. palmetto ; aggregation pheromone ; 5-methyl-4-octanol ; cruentol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract 5-Methyl-4-octanol is the major aggregation pheromone of the palmetto weevil,Rhynchophorus cruentatus (F.). The pheromone (cruentol) was identified by coupled gas chromatographic-electroantennographic (GC-EAD) analysis of male-produced volatiles, coupled GC-mass spectrometry (MS) in electron impact and chemical ionization mode, and coupled GC-high resolution MS. In laboratory and field assays, a diastereomeric mixture of synthetic cruentol greatly enhanced attraction of weevils to cabbage palmetto,Sabal palmetto (Walter), stem tissue, indicating that cruentol and host volatiles are synergistically attractive. An attractive lure in combination with efficient traps should facilitate development of semiochemical-based management forR. cruentatus.
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  • 4
    ISSN: 1573-1561
    Keywords: Coleoptera ; Curculionidae ; Metamasius hemipterus sericeus ; aggregation pheromones ; pheromone chirality ; (4S, 5S)-4-methyl-5-nonanol ; 2-methyl-4-heptanol ; sugarcane ; ethyl acetate ; ethyl propionate ; ethyl butyrate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Coupled gas chromatographic–electroantennographic detection (GC-EAD) analyses and coupled GC-mass spectrometry (MS) of volatiles produced by male and female West Indian sugarcane weevils (WISW), Metamasius hemipterus sericeus (Oliv.), revealed eight male specific, EAD-active compounds: 3-pentanol (1), 2-methyl-4-heptanol (2), 2-methyl-4-octanol (3), 4-methyl-5-nonanol (4), and the corresponding ketones. In field experiments in Florida, alcohols 1–4 in combination with sugarcane were most attractive, whereas addition of the ketones or replacement of alcohols with ketones significantly reduced attraction. In Costa Rica field experiments testing alcohols 1–4 singly and in all binary, ternary, and quaternary combinations revealed 4 in combination with 2 was the major aggregation pheromone, equally attracting male and female WISW. Stereoisomeric 4 and (4S,5S)-4, the only isomer produced by WISW, were equally attractive. Addition of 4S-, 4R- or (±)-2 to (4S,5S)-4 significantly enhanced attraction. Sugarcane stalks in combination with 2 plus 4 (ratio of 1:8) were highly synergistic, whereas EAD-active sugarcane volatiles ethyl acetate, ethyl propionate, or ethyl butyrate only moderately increased attractiveness of the pheromone lure.
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